Ternary Pesticidal Mixtures

ABSTRACT

Ternary pesticidal mixtures comprising, as active components, an anthranilamid compound of the formula (I) wherein the variables are defined according to the description, and two fungicidal compounds II and III selected from the following groups: azoles, strobilurins, carboxamides, heterocylic compounds, carbamates, guanidines, antibiotics, nitrophenyl derivates, sulfur-containing heterocyclyl compounds, organometal compounds and other active compounds according to the description, in a synergistically effective amount, methods for controlling pests, and harmful fungi, methods of protecting plants from attack or infestation by insects, acarids or nematodes, methods for treating, controlling, preventing or protecting an animal against infestation or infection by parasites, compositions containing these mixtures, and methods for their preparation.

The present invention relates to ternary pesticidal mixtures comprising,as active components,

-   1) an anthranilamide compound of formula I

-   -   in which the substituents are as defined below:    -   B¹ is hydrogen, cyano or chlorine;    -   B² is bromine or CF₃; and    -   R is hydrogen or C₁-C₆-alkyl;        and

-   2) one fungicidal compound II selected from the following groups:    -   A) azoles, in particular: bitertanol, bromuconazole,        cyproconazole, difenoconazole, diniconazole, enilconazole        (imazalil), epoxiconazole, fluquinconazole, fenbuconazole,        flusilazole, flutriafol, hexaconazole, imibenconazole,        ipconazole, metconazole, myclobutanil, penconazole,        propiconazole, prothioconazole, simeconazole, triadimefon,        triadimenol, tebuconazole, tetraconazole, triticonazole;        -   prochloraz, pefurazoate, imazalil, triflumizole, cyazofamid;        -   benomyl, carbendazim, thiabendazole, fuberidazole;        -   ethaboxam, etridiazole, hymexazole;    -   B) strobilurins, in particular: azoxystrobin, dimoxystrobin,        enestroburin, fluoxastrobin, kresoxim-methyl, metominostrobin,        orysastrobin, picoxystrobin, pyraclostrobin, trifloxystrobin;    -   C) carboxamides, in particular: carboxin, benalaxyl, boscalid,        fenhexamid, flutolanil, mepronil, metalaxyl, mefenoxam, ofurace,        oxadixyl, oxycarboxin, penthiopyrad, thifluzamide,        5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid        [2-(1,2-dimethyl-propyl)-phenyl]-amide, dimethomorph, flumorph;        -   fluopicolide (picobenzamid), zoxamide;        -   diclocymet, mandipropamid;    -   D) heterocylic compounds, in particular: fluazinam, pyrifenox;        -   bupirimate, cyprodinil, fenarimol, ferimzone, mepanipyrim,            nuarimol, pyrimethanil;        -   triforine, triazoxide;        -   fenpiclonil, fludioxonil;        -   dodemorph, fenpropimorph, tridemorph; fenpropidin, prodione,            procymidone, vinclozolin;        -   famoixadone, fenamidone, probenazole;        -   amisulbrom, anilazine, diclomezine, pyroquilon, proquinazid,            tricyclazole; acibenzolar-S-methyl, captafol, captan,            folpet, fenoxanil, quinoxyfen;    -   E) carbamates, in particular: mancozeb, maneb, metam, metiram,        ferbam, propineb, thiram, zineb, ziram;        -   diethofencarb, iprovalicarb, flubenthiavalicarb,            propamocarb;        -   methyl            3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methylbutyrylamino)propanoate;            and    -   F) other active compounds, selected from        -   guanidines: dodine, iminoctadine, guazatine;        -   antibiotics: kasugamycin, polyoxine, validamycin A;        -   nitrophenyl derivates: dinocap,        -   sulfur-containing heterocyclyl compounds: dithianon,            isoprothiolane;        -   organometal compounds: fentin salts        -   organophosphorus compounds: edifenphos, iprobenfos,            fosetyl-aluminum, pyrazophos, tolclofos-methyl;        -   organochlorine compounds: chlorothalonil, dichlofluanid,            flusulfamide, phthalide, pencycuron, quintozene,            tolylfluanid;        -   inorganic active compounds: Bordeaux mixture, copper            hydroxide, copper oxychloride, basic copper sulfate, sulfur;        -   others: cyflufenamid, cymoxanil, dimethirimol, ethirimol,            furalaxyl, metrafenone and spiroxamine;            and

-   3) one fungicidal compound III selected from the groups A) to F)    above and G) to J):    -   G) strobilurins selected from: methyl        (2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate,        methyl        (2-chloro-5-[1-(6-methylpyridin-2-yl-methoxyimino)ethyl]benzyl)carbamate        and methyl        2-(ortho-((2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate;    -   H) carboxamides selected from: furametpyr, tiadinil,        N-(4′-bromobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,        N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,        N-(4′-chloro-3′-fluorobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,        N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,        N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide;        3,4-dichloro-N-(2-cyanophenyl)isothiazol-5-carboxamide;        N-(2′,4′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;        N-(2′,4′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;        N-(2′,4′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;        N-(2′,4′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;        N-(2′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;        N-(2′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;        N-(2′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;        N-(2′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;        N-(3′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;        N-(3′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,        -   N-(3′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(3′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(3′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,        -   N-(3′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-(3′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        -   N-(3′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(2′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-(2′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-(2′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(2′-chlorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;            N-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;            N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-[2-(1,1,2,3,3,3-hexafluor-opropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        -   N-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            N-[2-(2-chlor-1,1,2-trifluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-trifluoro-methyl-1H-pyrazole-4-carboxamide;            N-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;            N-(4′-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;            5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid            [2-(1,2-dimethyl-propyl)-phenyl]-amide,        -   flumetover, carpropamid, and        -   N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-methanesulfonylamino-3-methylbutyramide,            N-(2-{4-[3-(4-chlorophenyl)-prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-ethanesulfonylamino-3-methylbutyramide;    -   I) heterocylic compounds, selected from:        -   aldimorph, octhilinone, amisulbrom, diclomezine,        -   5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,            6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,            6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine            and            5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        -   2-butoxy-6-iodo-3-propylchromen-4-one;        -   dazomet,            3-[5-(4-chlorophenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine;            and    -   J) other active compounds, selected from metam,        methyl-3-(4-chloro-phenyl)-3-(2-isopropoxycarbonylamino-3-methyl-butyrylamino)propaonate;        streptomycin, binapacryl, dinobuton;        -   fentin-acetate, fosetyl, phosphorous acid and its salts,            hexachlorobenzene, thiophanate-methyl, and        -   copper acetate;            in a synergistically effective amount.

Moreover, the invention relates to a method for controlling pests, thisincludes animal pests and harmful fungi, using mixtures of a compound Iwith active compounds II and III, and to the use of the compounds I withthe active compounds II and III for preparing such mixtures, and also tocompositions comprising such mixtures.

In one embodiment the present invention provides methods for the controlof insects, acarids or nematodes comprising contacting the insect,acarid or nematode or their food supply, habitat, breeding grounds ortheir locus with a pesticidally effective amount of mixtures of acompound I with two compounds II and III.

Moreover, in another embodiment the present invention also relates to amethod of protecting plants from attack or infestation by insects,acarids or nematodes comprising contacting the plant, or the soil orwater in which the plant is growing, with a pesticidally effectiveamount of a mixture of a compound I with two compounds II and III.

This invention also provides a method for treating, controlling,preventing or protecting an animal against infestation or infection byparasites which comprises orally, topically or parenterallyadministering or applying to the animals a parasiticidally effectiveamount of a mixture of a compound I with two compounds II and III.

The invention also provides a process for the preparation of acomposition for treating, controlling, preventing or protecting awarm-blooded animal or a fish against infestation or infection byinsects, acarids or nematodes which comprises a pesticidally effectiveamount of a mixture of a compound I with two compounds II and III.

Moreover, the invention relates to a method for controlling harmfulfungi using mixtures of a compound I with active compounds II and IIIand to the use of a compound I with active compounds II and III forpreparing such mixtures, and also to compositions comprising thesemixtures.

The anthranilamide compound of formula I referred to above as component1, their preparation and their action against insect and acarid pestsare known (WO 2004/67528; WO 2004/46129; WO 2004/33468; WO 2003/24222;WO 2003/15518). Mixtures, active against pests, of compounds of formulaI with other insecticides are known in a general manner from WO2004/67528; WO 2004/46129; WO 2004/33468; WO 2003/24222; WO 2003/15518.WO 2006/055922 discloses anthranilamide derivatives as single compounds,and in mixtures. Binary mixtures of compounds of formula I withfungicides are described in WO 2006/108552.

The active compounds II and III mentioned above as component 2 and 3,their preparation and their action against harmful fungi are generallyknown (cf.: http://www.hclrss.demon.co.uk/index.html); they arecommercially available. Particularly, they are known from: bitertanol,β-([1,1′-biphenyl]-4-yloxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol(DE 23 24 020), bromuconazole,1-[[4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl]methyl]-1H-1,2,4-triazole(Proc. 1990 Br. Crop. Prot. Conf.—Pests Dis. Vol. 1, p. 459);cyproconazole,2-(4-chlorophenyl)-3-cyclopropyl-1-[1,2,4]triazol-1-ylbutan-2-ol (U.S.Pat. No. 4,664,696); difenoconazole,1-{2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-[1,3]dioxolan-2-ylmethyl}-1H-[1,2,4]triazole(GB-A 2 098 607); diniconazole,(βE)-β-[(2,4-dichlorophenyl)methylene]-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol(Noyaku Kagaku, 1983, Vol. 8, p. 575); enilconazole (imazalil),1-[2-(2,4-dichlorphenyl)-2-(2-propenyloxy)ethyl]-1H-imidazole (Fruits,1973, Vol. 28, p. 545); epoxiconazole, (2RS,3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl]-1H-1,2,4-triazole(EP-A 196 038); fluquinconazole,3-(2,4-dichlorophenyl)-6-fluoro-2-[1,2,4]-triazol-1-yl-3H-quinazolin-4-one(Proc. Br. Crop Prot. Conf.—Pests Dis., 5-3, 411 (1992)); fenbuconazole,α-[2-(4-chlorophenyl)ethyl]-α-phenyl-1H-1,2,4-triazole-1-propanenitrile(Proc. 1988 Br. Crop Prot. Conf.—Pests Dis. Vol. 1, p. 33); flusilazole,1-{[bis-(4-fluorophenyl)methylsilanyl]methyl}-1H-[1,2,4]triazole (Proc.Br. Crop Prot. Conf.—Pests Dis., 1, 413 (1984)); flutriafol,α-(2-fluorophenyl)-α-(4-fluorophenyl)-1H-1,2,4-triazole-1-ethanol (EP 15756); hexaconazole,2-(2,4-dichlorophenyl)-1-[1,2,4]triazol-1-ylhexan-2-ol (CAS RN79983-71-4); imibenconazole, (4-chlorophenyl)methylN-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-ethanimidothioate ((Proc.1988 Br. Crop Prot. Conf.—Pests Dis. Vol. 2, p. 519); imidothioate((Proc. 1988 Br. Crop Prot. Conf.—Pests Dis. Vol. 2, p. 519);ipconazole,2-[(4-chlorophenyl)methyl]-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol(EP 267 778); metconazole,5-(4-chlorobenzyl)-2,2-dimethyl-1-[1,2,4]triazol-1-ylmethylcyclopentanol(GB 857 383); myclobutanil,2-(4-chlorophenyl)-2-[1,2,4]triazol-1-ylmethylpentanenitrile (CAS RN88671-89-0); penconazole,1-[2-(2,4-dichlorophenyl)pentyl]-1H-[1,2,4]triazole (Pesticide Manual,12th Ed. (2000), p. 712); propiconazole,1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole(BE 835 579); prothioconazole,2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-[1,2,4]triazole-3-thione(WO 96/16048); simeconazole,α-(4-fluorophenyl)-α-[(trimethylsilyl)methyl]-1H-1,2,4-triazole-1-ethanol[CAS RN 149508-90-7]; triadimefon,1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone;triadimenol,P3-(4-chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol;tebuconazole,1-(4-chlorophenyl)-4,4-dimethyl-3-[1,2,4]triazol-1-ylmethylpentan-3-ol(EP-A 40 345); tetraconazole,1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]-1H-1,2,4-triazole(EP 234 242); triticonazole,(5E)-5-[(4-chlorophenyl)methylene]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol(FR 26 41 277); prochloraz,N-{propyl-[2-(2,4,6-trichlorophenoxy)ethyl]}imidazole-1-carboxamide(U.S. Pat. No. 3,991,071); pefurazoate, 4-pentenyl2-[(2-furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino]butanoate [CAS RN101903-30-4]; triflumizole,(4-chloro-2-trifluoromethylphenyl)-(2-propoxy-1-[1,2,4]triazol-1-ylethylidene)amine(JP-A 79/119 462); cyazofamid,4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide(CAS RN 120116-88-3]; benomyl,N-butyl-2-acetylaminobenzoimidazol-1-carboxamide (U.S. Pat. No.3,631,176); carbendazim, methyl (1H-benzoimidazol-2-yl)-carbamate (U.S.Pat. No. 3,657,443); thiabendazole, 2-(1,3-thiazol-4-yl)benzimidazole(U.S. Pat. No. 3,017,415); fuberidazole, 2-(2-furanyl)-1H-benzimidazole(DE 12 09 799); ethaboxam,N-(cyano-2-thienylmethyl)-4-ethyl-2-(ethylamino)-5-thiazolcarboxamide(EP-A 639 574); etridiazole; hymexazole, 5-methyl-1,2-oxazol-3-ol (JP518249, JP 532202); azoxystrobin, methyl2-{2-[6-(2-cyano-1-vinylpenta-1,3-dienyloxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate(EP-A 382 375); dimoxystrobin,(E)-2-(methoxyimino)-N-methyl-2-[α-(2,5-xylyloxy)-o-tolyl]acetamide(EP-A 477 631); fluoxastrobin,(E)-{2-[6-(2-chlorophenoxy)-5-fluoropyrimidin-4-yloxy]phenyl}(5,6-dihydro-1,4,2-dioxazin-3-yl)methanoneO-methyloxime (WO 97/27189); kresoxim-methyl, methyl(E)-methoxyimino[α-(o-tolyloxy)-o-tolyl]acetate (EP-A 253 213);metominostrobin,(E)-2-(methoxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide (EP-A 398692); orysastrobin,(2E)-2-(methoxyimino)-2-{2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]phenyl}-N-methylacetamide(WO 97/15552); picoxystrobin, methyl3-methoxy-2-[2-(6-trifluoromethylpyridin-2-yloxymethyl)phenyl]acrylate(EP-A 278 595); pyraclostrobin, methylN-{2-[1-(4-chlorophenyl)-1H-pyrazol-3-yloxymethyl]phenyl}(N-methoxy)carbamate(WO-A 96/01256); trifloxystrobin, methyl(E)-methoxyimino-{(E)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylideneaminooxy]-o-tolyl}acetate(EP-A 460 575); carboxin,5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide (U.S. Pat. No.3,249,499); benalaxyl, methylN-(phenylacetyl)-N-(2,6-xylyl)-DL-alaninate (DE 29 03 612); boscalid,2-chloro-N-(4′-chlorbiphenyl-2-yl)nicotinamide (EP-A 545 099);fenhexamid,N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide (Proc.Br. Crop Prot. Conf.—Pests Dis., 1998, Vol. 2, p. 327);flutolanil,α,α,α-trifluoro-3′-isopropoxy-o-toluanilide (JP 1104514);furametpyr,5-chloro-N-(1,3-dihydro-1,1,3-trimethyl-4-isobenzofuranyl)-1,3-dimethyl-1H-pyrazole-4-carboxamide[CAS RN 123572-88-3]; mepronil, 3′-isopropoxy-o-toluanilide (U.S. Pat.No. 3,937,840); metalaxyl, methylN-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate (GB 15 00 581); mefenoxam,methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate; ofurace,(RS)-α-(2-chloro-N-2,6-xylylacetamido)-γ-butyrolactone [CAS RN58810-48-3]; oxadixyl;N-(2,6-dimethylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)acetamide (GB20 58 059); oxycarboxin,5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxanilide 4,4-dioxide (U.S. Pat.No. 3,399,214); penthiopyrad,N-[2-(1,3-dimethylbutyl)-3-thienyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide(JP 10130268); thifluzamide,N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-5-thiazolecarboxamide;tiadinil, 3′-chloro-4,4′-dimethyl-1,2,3-thiadiazole-5-carboxanilide [CASRN 223580-51-6]; dimethomorph,3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylpropenone(EP-A 120 321); flumorph,3-(4-fluorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylpropenone(EP-A 860 438); flumetover,2-(3,4-dimethoxyphenyl)-N-ethyl-α,α,α-trifluoro-N-methyl-p-toluamide[AGROW No. 243, 22 (1995)]; fluopicolide (picobenzamid),2,6-dichloro-N-(3-chloro-5-trifluoromethylpyridin-2-ylmethyl)benzamide(WO 99/42447); zoxamide,(RS)-3,5-dichloro-N-(3-chloro-1-ethyl-1-methyl-2-oxopropyl)-p-toluamide[CAS RN 156052-68-5]; carpropamid,2,2-dichloro-N-[1-(4-chlorophenyl)ethyl]-1-ethyl-3-methyl-cyclopropanecarboxamide[CAS RN 104030-54-8]; diclocymet,2-cyano-N-[(1R)-1-(2,4-dichlorophenyl)ethyl]-3,3-dimethyl butanamide;mandipropamid,(RS)-2-(4-chlorophenyl)-N-[3-methoxy-4-(prop-2-ynyloxy)phenethyl]-2-(prop-2-ynyloxy)acetamide[CAS RN 374726-62-2]; fluazi nam, 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2-pyridinamine(The Pesticide Manual, publ. The British Crop Protection Council, 10thed. (1995), p. 474); pyrifenox,1-(2,4-dichlorophenyl)-2-(3-pyridinyl)ethanone O-methyloxime (EP-A 49854); bupirimate,5-butyl-2-ethylamino-6-methyl-pyrimidin-4-yldimethylsulfamate [CAS RN41483-43-6]; cyprodinil,(4-cyclopropyl-6-methylpyrimidin-2-yl)phenylamine (EP-A 310 550);fenarimol, (4-chlorophenyl) (2-chlorophenyl)pyrimidin-5-ylmethanol (GB12 18 623); ferimzone, (Z)-2′-methylacetophenone4,6-dimethylpyrimidin-2-ylhydrazone [CAS RN 89269-64-7]; mepanipyrim,(4-methyl-6-prop-1-ynylpyrimidin-2-yl)phenylamine (EP-A 224 339);nuarimol, α-(2-chlorophenyl)-α-(4-fluorophenyl)-5-pyrimidinemethanol (GB12 18 623); pyrimethanil, 4,6-dimethylpyrimidin-2-ylphenylamine (DD-A151 404); triforine,N,N-{piperazine-1,4-diylbis[(trichloromethyl)methylene]}diformamide (DE19 01 421); triazoxide,7-chloro-3-imidazol-1-yl-1,2,4-benzotriazine-1-oxide [CAS-No.72459-58-6]; fenpiclonil,4-(2,3-dichlorophenyl)-1H-pyrrole-3-carbonitrile (Proc. 1988 Br. CropProt. Conf.—Pests Dis., Vol. 1, p. 65); fludioxonil,4-(2,2-difluorobenzo[1,3]dioxol-4-yl)-1H-pyrrole-3-carbonitrile (ThePesticide Manual, publ. The British Crop Protection Council, 10th ed.(1995), p. 482); aldimorph, 4-alkyl-2,5 (or 2,6)-dimethylmorpholine,comprising 65-75% of 2,6-dimethylmorpholine and 25-35% of2,5-dimethylmorpholine, comprising more than 85% of 4-dodecyl-2,5 (or2,6)-dimethylmorpholine, where “alkyl” may also include octyl, decyl,tetradecyl or hexadecyl and where the cis/trans ratio is 1:1; dodemorph,4-cyclododecyl-2,6-dimethylmorpholine (DE 1198125); fenpropimorph,(RS)-cis-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine(DE 27 52 096); tridemorph, 2,6-dimethyl-4-tridecylmorpholine (DE 11 64152); fenpropidin,(RS)-1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine (DE 27 52 096);iprodione,N-isopropyl-3-(3,5-dichlorophenyl)-2,4-dioxoimidazolidine-1-carboxamide(GB 13 12 536); procymidone,N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide (U.S.Pat. No. 3,903,090); vinclozolin,3-(3,5-dichlorophenyl)-5-methyl-5-vinyloxazolidine-2,4-dione (DE-OS 2207 576); famoxadone,(RS)-3-anilino-5-methyl-5-(4-phenoxyphenyl)-1,3-oxazolidine-2,4-dione;fenamidone,(S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one;octhilinone; probenazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide;amisulbrom,N,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole-1-sulfonyl)-[1,2,4]triazole-1-sulfonamide(WO 03/053145); anilazine,4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazine-2-amine (U.S. Pat. No.2,720,480); diclomezine,6-(3,5-dichlorophenyl)-p-tolyl)pyridazin-3(2H)-one; pyroquilon;proquinazid, 6-iodo-2-propoxy-3-propylquinazolin-4(3H)-one (WO97/48684); tricyclazole, 5-methyl-1,2,4-triazolo[3,4-b]benzothiazole (GB14 19 121); acibenzolar-S-methyl, methylbenzo[1,2,3]thiadiazole-7-carbothionate; captafol,N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide;captan,2-trichloromethylsulfanyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione (U.S.Pat. No. 2,553,770); dazomet, 3,5-dimethyl-1,3,5-thiadiazinane-2-thione;folpet, 2-trichloromethylsulfanylisoindole-1,3-dione (U.S. Pat. No.2,553,770); fenoxanil,N-(1-cyano-1,2-dimethylpropyl)-2-(2,4-dichlorophenoxy)propanamide;quinoxyfen, 5,7-dichloro-4-(4-fluorophenoxy)quinoline (U.S. Pat. No.5,240,940); mancozeb, manganese ethylenebis(dithiocarbanate) zinccomplex (U.S. Pat. No. 3,379,610); maneb, manganeseethylenebis(dithiocarbamate) (U.S. Pat. No. 2,504,404); metam,methyldithiocarbaminic acid (U.S. Pat. No. 2,791,605); metiram, zincammoniate ethylenebis(dithiocarbamate) (U.S. Pat. No. 3,248,400);propineb, zinc propylenebis(dithiocarbamate) polymer (BE 611 960);ferbam, iron(3+) dimethyldithiocarbamate (U.S. Pat. No. 1,972,961);thiram, bis(dimethylthiocarbamoyl)disulfide (DE 642 532); ziram,dimethyldithiocarbamate; zineb, zinc ethylenebis(dithiocarbamate) (U.S.Pat. No. 2,457,674); diethofencarb, isopropyl 3,4-diethoxycarbanilate;iprovalicarb, isopropyl[(1S)-2-methyl-1-(1-p-tolylethylcarbamoyl)propyl]carbamate (EP-A 472996); flubenthiavalicarb (benthiavalicarb), isopropyl{(S)-1-[(1R)-1-(6-fluorobenzothiazol-2-yl)ethylcarbamoyl]-2-methylpropyl}carbamate(JP-A 09/323,984); propamocarb, propyl 3-(dimethylamino)propylcarbamate(DE 16 43 040); dodine, (2,4-dichlorophenoxy)acetic acid (U.S. Pat. No.2,867,562); iminoctadine, bis(8-guanidinooctyl)amine (GB 11 14 155);guazatine, mixture of products from the amidation ofiminodi(octamethyllene)diamine, mainly iminoctadine; kasugamycin, 1L-1,3,4/2,5,6-1-deoxy-2,3,4,5,6-pentahydroxycyclohexyl2-amino-2,3,4,6-tetradeoxy-4-(α-iminoglycino)-α-D-arabinohexopyranoside;streptomycin,O-2-deoxy-2-methylamino-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-formyl-α-L-lyxofuranosyl-(1→4)N¹,N³-diamidino-D-streptamine; polyoxins,5-(2-amino-5-O-carbamoyl-2-deoxy-L-xylonamido)-1-(5-carboxy-1,2,3,4-tetrahydro-2,4-dioxopyrimidin-1-yl)-1,5-dideoxy-β-D-allofuranuronicacid and the salts thereof; validamycin A, binapacryl,(RS)-2-sec-butyl-4,6-dinitrophenyl 3-methylcrotonate; dinocap, themixture of 2,6-dinitro-4-octylphenyl crotonate and2,4-dinitro-6-octylphenyl crotonate, wherein “octyl” is a mixture of1-methylheptyl, 1-ethylhexyl and 1-propylpentyl (U.S. Pat. No.2,526,660); dinobuton, (RS)-2-sec-butyl-4,6-dinitrophenyl isopropylcarbonate; dithianon,5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiin-2,3-dicarbonitrile (GB857 383); isoprothiolane, indol-3-ylacetic acid; fentin acetate,triphenyltin acetate (U.S. Pat. No. 3,499,086); edifenphos, O-ethylS,S-diphenyl phosphorodithioate; iprobenfos, S-benzyl O,O-diisopropylphosphorothioate (Jpn. Pesticide Inf., No. 2, S. 11 (1970)); fosetyl,fosetyl-aluminum, (aluminum) ethylphosphonate (FR 22 54 276);pyrazophos, ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate(DE 15 45 790); tolclofos-methyl, O-2,6-dichloro-p-tolyl O,O-dimethylphosphorothioate (GB 14 67 561); chlorothalonil,2,4,5,6-tetrachloroisophthalonitrile (U.S. Pat. No. 3,290,353);dichlofluanid, N-dichlorofluoromethylthio-N,N-dimethyl-N-phenylsulfamide(DE 11 93 498); flusulfamide,2′,4-dichloro-α,α,α-trifluoro-4′-nitro-m-toluenesulfanilide (EP-A 199433); hexachlorobenzene (C. R. Seances Acad. Agric. Fr., Vol. 31, p. 24(1945)); phthalide (DE 16 43 347); pencycuron,1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea (DE 27 32 257);quintozene, pentachloronitrobenzene (DE 682 048); thiophanate-methyl,1,2-phenylenebis(iminocarbonothioyl)bis(dimethylcarbamate) (DE-OS 19 30540); tolylfluanid,N-dichlorofluoromethylthio-N,N-dimethyl-N-p-tolylsulfamide (DE 11 93498); Bordeaux mixture, mixture of calcium hydroxide and copper(II)sulfate; copper hydroxide, Cu(OH)₂; copper oxychloride, Cu₂Cl(OH)₃;cyflufenamid,(Z)-N-[α-(cyclopropylmethoxyimino)-2,3-difluoro-6-(trifluoromethyl)benzyl]-2-phenylacetamide(WO 96/19442); cymoxanil, 1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea(U.S. Pat. No. 3,957,847); dimethirimol,5-butyl-2-dimethylamino-6-methylpyrimidin-4-ol (GB 11 82 584);ethirimol, 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol (GB 11 82 584);furalaxyl, methyl N-(2-furoyl)-N-(2,6-xylyl)-DL-alaninate (GB 14 48810); metrafenone,3′-bromo-2,3,4,6′-tetramethoxy-2′,6-dimethylbenzophenone (U.S. Pat. No.5,945,567); spiroxamine,(8-tert-butyl-1,4-dioxaspiro[4.5]dec-2-yl)diethylamine (EP-A 281 842).

The compounds named according to IUPAC, their preparation and theirfungicidal activity are likewise known: methyl(2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate, methyl(2-chloro-5-[1-(6-methylpyridin-2-ylmethoxyimino)ethyl]benzyl)carbamateEP-A 12 01 648); methyl2-(ortho-((2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate(EP-A 226 917);5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine(WO 98/46608), 3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-carboxamide(WO 99/24413),N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-methanesulfonylamino-3-methylbutyramide,N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-ethanesulfonylamino-3-methylbutyramide(WO 2004/049804),N-(4′-bromobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-chloro-3′-fluorobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide(WO 2003/066609);N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide(WO 2003/053145); 2-butoxy-6-iodo-3-propylchromen-4-one (WO 03/14103);3-[5-(4-chlorophenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine (EP-A 10 35122); amisulbrom,N,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole-1-sulfonyl)-[1,2,4]triazole-1-sulfonamide(WO 03/053145); methyl3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methylbutyrylamino)propanoate(EP-A 1028125);6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine and5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamineare known from EP-A 71 792; EP-A 141 317; WO 2003/009687; WO 05/087771;WO 2005/087772; WO 2005/087773; WO 2006/087325; and/or WO 2006/092428;N-(2′,4′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′,4′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′,4′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′,4′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(3′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(3′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(3′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(3′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(3′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(3′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(3′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(2′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′-chlorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;N-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-[2-(2-chlor-1,1,2-trifluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;4-carbonsäure-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;N-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;andN-(4′-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamideare known from WO 2006/087343, WO 2001/42223, WO 2005/34628, WO2005/123689, WO 2005/123690, WO 2006/120219, WO 2007/017450, and/or EPApplication No. 06123463.9.

It is an object of the present invention, with a view to reducing theapplication rates and broadening the activity spectrum of the knowncompounds, to provide mixtures which, at a reduced total amount ofactive compounds applied, have improved activity against pests.

One typical problem arising in the field of pest control lies in theneed to reduce the dosage rates of the active ingredient in order toreduce or avoid unfavorable environmental or toxicological effectswhilst still allowing effective pest control.

In regard to the instant invention the term pests embrace animal pests,and harmful fungi.

Another problem encountered concerns the need to have available pestcontrol agents which are effective against a broad spectrum of pests.

There also exists the need for pest control agents that combineknock-down activity with prolonged control, that is, fast action withlong lasting action.

Another difficulty in relation to the use of pesticides is that therepeated and exclusive application of an individual pesticidal compoundleads in many cases to a rapid selection of pests, that means animalpests, and harmful fungi, which have developed natural or adaptedresistance against the active compound in question. Therefore there is aneed for pest control agents that help prevent or overcome resistance.

It was therefore an object of the present invention to providepesticidal mixtures which solve the problems of reducing the dosage rateand/or enhancing the spectrum of activity and/or combining knock-downactivity with prolonged control and/or to resistance management.

We have found that this object is in part or in whole achieved by thecombination of active compounds defined at the outset. Moreover, we havefound that simultaneous, that is joint or separate, application of acompound I and two or more compounds II and III allows enhanced controlof pests, that means animal pests, and harmful fungi, compared to thecontrol rates that are possible with the individual compounds(synergistic mixtures).

In the definitions of the symbols given in formula I, collective termswere used which are generally representative for the followingsubstituents:

alkyl: saturated straight-chain or branched hydrocarbon radicals having1 to 6, preferably up to 4 carbon atoms, for example C₁-C₄-alkyl, suchas methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl,2-methylpropyl, 1,1-dimethylethyl.

The formula I represents in particular compounds in which R is methyl,ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, or tert. butyl.

The formula I represents in particular compounds in which B¹ is chloroand cyano.

The formula I represents in particular compounds in which B² is bromo.

One embodiment represents compounds of formula I wherein R is hydrogen.Another embodiment represents compounds of formula I wherein R isC₁-C₄-alkyl.

In particular with a view to their use in the mixtures according to theinvention, preference is given to the compounds I compiled in the tablebelow.

TABLE I No. B¹ B² R I-1 H Br H I-2 CN Br H I-3 Cl Br H I-4 H CF₃ H I-5CN CF₃ H I-6 Cl CF₃ H I-7 H Br CH₃ I-8 CN Br CH₃ I-9 Cl Br CH₃ I-10 HCF₃ CH₃ I-11 CN CF₃ CH₃ I-12 Cl CF₃ CH₃ I-13 H Br CH₂CH₃ I-14 CN BrCH₂CH₃ I-15 Cl Br CH₂CH₃ I-16 H CF₃ CH₂CH₃ I-17 CN CF₃ CH₂CH₃ I-18 ClCF₃ CH₂CH₃ I-19 H Br CH₂CH₂CH₃ I-20 CN Br CH₂CH₂CH₃ I-21 Cl Br CH₂CH₂CH₃I-22 H CF₃ CH₂CH₂CH₃ I-23 CN CF₃ CH₂CH₂CH₃ I-24 Cl CF₃ CH₂CH₂CH₃ I-25 HBr CH(CH₃)₂ I-26 CN Br CH(CH₃)₂ I-27 Cl Br CH(CH₃)₂ I-28 H CF₃ CH(CH₃)₂I-29 CN CF₃ CH(CH₃)₂ I-30 Cl CF₃ CH(CH₃)₂

Particular preference is given to the combinations of any one of thecompounds I-2, and I-3 with any one of the compounds II and III asdefined at the outset. Especially preferred is the compoundI-3,3-bromo-4′-chloro-1-(3-chloro-2-pyridyl)-2′-methyl-6′-(methylcarbamoyl)pyrazole-5-carboxanilide,with the provisional ISO name chlorantraniliprole.

A preferred embodiment of the invention provides ternary mixtures of acompound I, in particular of any one of compounds I-2, and I-3 with acompound II, which is selected from the groups:

azoles, in particular: cyazofamid, imazalil, pefurazoate, prochloraz,triflumizole; strobilurines, in particular: azoxystrobin, dimoxystrobin,enestroburin, metominostrobin, orysastrobin;carboxamides, in particular: carpropamid, diclocymet, flutolanil,furametpyr, mandipropamid, mepronil, metalaxyl, mefenoxam, ofurace,oxadixyl, oxycarboxin, penthiopyrad, thifluzamide, tiadinil;heterocyclic compounds, in particular: amisulbrom, anilazine,diclomezine, famoxadone, fenamidone, octhilinone, probenazole,pyroquilon, proquinazid, tricyclazole.

Another preferred embodiment of the invention provides mixtures ofazoxystrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofcarpropamid with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofdiclozymet with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures offurametpyr with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures oforysastrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofprobenazole with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofthiadinil with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofthifluzamide with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures oftricyclazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures oftriflumizole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofpyroquilon with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofdimoxystrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures offluoxastrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofpicoxystrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofpyraclostrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures oftrifloxystrobin with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofbitertanol with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofcyproconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofepoxiconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures offluquinconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures offlutriafol with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofmetconazole with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofipconazole with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofprothioconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofprochloraz with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures oftriadimenol with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures oftebuconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofdifenoconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofthiabendazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofpropiconazole with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofimazalil with any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures offludioxonil with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofcyprodinil with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofpyrimethanil with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofguazatine with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofdimethomorph with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures offenpropimorph with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures offenpropidin with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofthiram with any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofcaptan with any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofmetalaxyl with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofmefenoxam with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofthiophanat-methyl with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofchlorothalonil with any one of the compounds of formula I compiled intable I.

Another preferred embodiment of the invention provides mixtures ofcarboxin with any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofboscalid with any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofethaboxam with any one of the compounds of formula I compiled in tableI.

Another preferred embodiment of the invention provides mixtures ofN-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures ofN-(4′-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamidewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid[2-(1,2-dimethyl-propyl)-phenyl]-amide, with any one of the compounds offormula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidinewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine with any oneof the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine with any oneof the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine with any oneof the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine with any oneof the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine with any oneof the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine withany one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures of5-trifluoromethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylaminewith any one of the compounds of formula I compiled in table I.

Another preferred embodiment of the invention provides mixtures oftriazoxide with any one of the compounds of formula I compiled in tableI.

Preferred ternary mixtures, comprising a compound of formula I ascomponent 1, a fungicide II as component 2, and a further fungicide ascomponent 3, are compiled in following tables

Table 1

Combinations in which the component 1 is compound I-2, and thecombination of components 2 and 3 correspond for each ternarycombination to one row of Table A

Table 2

Combinations in which the component 1 is compound I-3, and thecombination of components 2 and 3 correspond for each ternarycombination to one row of Table A

Following abbreviations are used in Table A:

-   B1:    N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,-   B2:    N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide;-   B3: 3,4-dichloro-N-(2-cyanophenyl)isothiazol-5-carboxamide;-   B4:    N-(3′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;-   B5:    N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;-   B6:    N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;-   B7:    N-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide;-   B8:    N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;-   B9:    N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,-   B10:    N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;-   B11:    N-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide;-   B12:    N-(4′-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;-   B13: 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid    [2-(1,2-dimethyl-propyl)-phenyl]-amide;-   B14:    5-chloro-7-(4-methyl-piperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine;-   B15:    6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B16:    6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B17:    5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B18: 5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B19: 6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B20: 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B21: 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B22:    5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B23: 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B24:    5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B25:    6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;-   B26:    5-trifluoromethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine.

TABLE A No. Component 2 Component 3 A-1 difenoconazole cyproconazole A-2difenoconazole ipconazole A-3 difenoconazole metconazole A-4difenoconazole triazoxide A-5 difenoconazole triticonazole A-6difenoconazole azoxystrobin A-7 difenoconazole dimoxystrobin A-8difenoconazole fluoxastrobin A-9 difenoconazole kresoxim-methyl A-10difenoconazole metominostrobin A-11 difenoconazole orysastrobin A-12difenoconazole picoxystrobin A-13 difenoconazole pyraclostrobin A-14difenoconazole trifloxystrobin A-15 difenoconazole carboxin A-16difenoconazole boscalid A-17 difenoconazole B1 A-18 difenoconazole B2A-19 difenoconazole B3 A-20 difenoconazole B4 A-21 difenoconazole B5A-22 difenoconazole B6 A-23 difenoconazole B7 A-24 difenoconazole B8A-25 difenoconazole B9 A-26 difenoconazole B10 A-27 difenoconazole B11A-28 difenoconazole B12 A-29 difenoconazole B13 A-30 difenoconazolemefenoxam A-31 difenoconazole mancozeb A-32 difenoconazole maneb A-33difenoconazole metiram A-34 difenoconazole propineb A-35 difenoconazolethiram A-36 difenoconazole zineb A-37 difenoconazole ziram A-38epoxiconazole iprodione A-39 epoxiconazole prochloraze A-40epoxiconazole pyrimethanil A-41 epoxiconazole triazoxide A-42epoxiconazole azoxystrobin A-43 epoxiconazole dimoxystrobin A-44epoxiconazole fluoxastrobin A-45 epoxiconazole kresoxim-methyl A-46epoxiconazole metominostrobin A-47 epoxiconazole orysastrobin A-48epoxiconazole picoxystrobin A-49 epoxiconazole pyraclostrobin A-50epoxiconazole trifloxystrobin A-51 epoxiconazole boscalid A-52epoxiconazole B1 A-53 epoxiconazole B2 A-54 epoxiconazole B3 A-55epoxiconazole B4 A-56 epoxiconazole B5 A-57 epoxiconazole B6 A-58epoxiconazole B7 A-59 epoxiconazole B8 A-60 epoxiconazole B9 A-61epoxiconazole B10 A-62 epoxiconazole B11 A-63 epoxiconazole B12 A-64epoxiconazole B13 A-65 epoxiconazole B14 A-66 epoxiconazole B15 A-67epoxiconazole B16 A-68 epoxiconazole B17 A-69 epoxiconazole B18 A-70epoxiconazole B19 A-71 epoxiconazole B20 A-72 epoxiconazole B21 A-73epoxiconazole B22 A-74 epoxiconazole B23 A-75 epoxiconazole B24 A-76epoxiconazole B25 A-77 epoxiconazole B26 A-78 epoxiconazole mancozebA-79 epoxiconazole maneb A-80 epoxiconazole metiram A-81 epoxiconazolepropineb A-82 epoxiconazole thiram A-83 epoxiconazole zineb A-84epoxiconazole ziram A-85 fluquinconazole azoxystrobin A-86fluquinconazole dimoxystrobin A-87 fluquinconazole fluoxastrobin A-88fluquinconazole kresoxim-methyl A-89 fluquinconazole metominostrobinA-90 fluquinconazole orysastrobin A-91 fluquinconazole picoxystrobinA-92 fluquinconazole pyraclostrobin A-93 fluquinconazole trifloxystrobinA-94 fluquinconazole prochloraz A-95 fluquinconazole triazoxide A-96fluquinconazole boscalid A-97 fluquinconazole B1 A-98 fluquinconazole B2A-99 fluquinconazole B3 A-100 fluquinconazole B4 A-101 fluquinconazoleB5 A-102 fluquinconazole B6 A-103 fluquinconazole B7 A-104fluquinconazole B8 A-105 fluquinconazole B9 A-106 fluquinconazole B10A-107 fluquinconazole B11 A-108 fluquinconazole B12 A-109fluquinconazole B13 A-110 fluquinconazole B14 A-111 fluquinconazole B15A-112 fluquinconazole B16 A-113 fluquinconazole B17 A-114fluquinconazole B18 A-115 fluquinconazole B19 A-116 fluquinconazole B20A-117 fluquinconazole B21 A-118 fluquinconazole B22 A-119fluquinconazole B23 A-120 fluquinconazole B24 A-121 fluquinconazole B25A-122 fluquinconazole B26 A-123 metconazole boscalid A-124 metconazoleB1 A-125 metconazole B2 A-126 metconazole B3 A-127 metconazole B4 A-128metconazole B5 A-129 metconazole B6 A-130 metconazole B7 A-131metconazole B8 A-132 metconazole B9 A-133 metconazole B10 A-134metconazole B11 A-135 metconazole B12 A-136 metconazole B13 A-137metconazole B14 A-138 prochloraz metalaxyl A-139 prochloraztriticonazole A-140 prochloraz ipconazole A-141 prochloraz metconazoleA-142 prothioconazole azoxystrobin A-143 prothioconazole dimoxystrobinA-144 prothioconazole fluoxastrobin A-145 prothioconazolekresoxim-methyl A-146 prothioconazole metominostrobin A-147prothioconazole orysastrobin A-148 prothioconazole picoxystrobin A-149prothioconazole pyraclostrobin A-150 prothioconazole trifloxystrobinA-151 prothioconazole ipconazole A-152 prothioconazole metconazole A-153prothioconazole prochloraze A-154 prothioconazole tebuconazole A-155prothioconazole triazoxide A-156 prothioconazole triticonazole A-157prothioconazole metalaxyl A-158 prothioconazole mancozeb A-159prothioconazole maneb A-160 prothioconazole metiram A-161prothioconazole propineb A-162 prothioconazole thiram A-163prothioconazole zineb A-164 prothioconazole ziram A-165 prothioconazoleboscalid A-166 prothioconazole B1 A-167 prothioconazole B2 A-168prothioconazole B3 A-169 prothioconazole B4 A-170 prothioconazole B5A-171 prothioconazole B6 A-172 prothioconazole B7 A-173 prothioconazoleB8 A-174 prothioconazole B9 A-175 prothioconazole B10 A-176prothioconazole B11 A-177 prothioconazole B12 A-178 prothioconazole B13A-179 tebuconazole azoxystrobin A-180 tebuconazole dimoxystrobin A-181tebuconazole fluoxastrobin A-182 tebuconazole kresoxim-methyl A-183tebuconazole metominostrobin A-184 tebuconazole orysastrobin A-185tebuconazole picoxystrobin A-186 tebuconazole pyraclostrobin A-187tebuconazole trifloxystrobin A-188 tebuconazole prochloraze A-189tebuconazole triazoxide A-190 tebuconazole mancozeb A-191 tebuconazolemaneb A-192 tebuconazole metiram A-193 tebuconazole propineb A-194tebuconazole thiram A-195 tebuconazole zineb A-196 tebuconazole ziramA-197 triticonazole epoxiconazole A-198 triticonazole prochloraze A-199triticonazole triazoxide A-200 triticonazole iprodione A-201triticonazole pyrimethanil A-202 triticonazole azoxystrobin A-203triticonazole dimoxystrobin A-204 triticonazole fluoxastrobin A-205triticonazole kresoxim-methyl A-206 triticonazole metominostrobin A-207triticonazole orysastrobin A-208 triticonazole picoxystrobin A-209triticonazole pyraclostrobin A-210 triticonazole trifloxystrobin A-211triticonazole Metalaxyl A-212 triticonazole mancozeb A-213 triticonazolemaneb A-214 triticonazole metiram A-215 triticonazole propineb A-216triticonazole thiram A-217 triticonazole zineb A-218 triticonazole ziramA-219 triticonazole boscalid A-220 triticonazole B1 A-221 triticonazoleB2 A-222 triticonazole B3 A-223 triticonazole B4 A-224 triticonazole B5A-225 triticonazole B6 A-226 triticonazole B7 A-227 triticonazole B8A-228 triticonazole B9 A-229 triticonazole B10 A-230 triticonazole B11A-231 triticonazole B12 A-232 triticonazole B13 A-233 triticonazole B14A-234 triticonazole B15 A-235 triticonazole B16 A-236 triticonazole B17A-237 triticonazole B18 A-238 triticonazole B19 A-239 triticonazole B20A-240 triticonazole B21 A-241 triticonazole B22 A-242 triticonazole B23A-243 triticonazole B24 A-244 triticonazole B25 A-245 triticonazole B26A-246 triazoxide B1 A-247 triazoxide B2 A-248 triazoxide B3 A-249azoxystrobin boscalid A-250 dimoxystrobin boscalid A-251 fluoxastrobinboscalid A-252 kresoxim-methyl boscalid A-253 metominostrobin boscalidA-254 orysastrobin boscalid A-255 picoxystrobin boscalid A-256pyraclostrobin boscalid A-257 trifloxystrobin boscalid A-258azoxystrobin B1 A-259 dimoxystrobin B1 A-260 fluoxastrobin B1 A-261kresoxim-methyl B1 A-262 metominostrobin B1 A-263 orysastrobin B1 A-264picoxystrobin B1 A-265 pyraclostrobin B1 A-266 trifloxystrobin B1 A-267azoxystrobin B2 A-268 dimoxystrobin B2 A-269 fluoxastrobin B2 A-270kresoxim-methyl B2 A-271 metominostrobin B2 A-272 orysastrobin B2 A-273picoxystrobin B2 A-274 pyraclostrobin B2 A-275 trifloxystrobin B2 A-276azoxystrobin B3 A-277 dimoxystrobin B3 A-278 fluoxastrobin B3 A-279kresoxim-methyl B3 A-280 metominostrobin B3 A-281 orysastrobin B3 A-282picoxystrobin B3 A-283 pyraclostrobin B3 A-284 trifloxystrobin B3 A-285azoxystrobin B4 A-286 dimoxystrobin B4 A-287 fluoxastrobin B4 A-288kresoxim-methyl B4 A-289 metominostrobin B4 A-290 orysastrobin B4 A-291picoxystrobin B4 A-292 pyraclostrobin B4 A-293 trifloxystrobin B4 A-294azoxystrobin B5 A-295 dimoxystrobin B5 A-296 fluoxastrobin B5 A-297kresoxim-methyl B5 A-298 metominostrobin B5 A-299 orysastrobin B5 A-300picoxystrobin B5 A-301 pyraclostrobin B5 A-302 trifloxystrobin B5 A-303azoxystrobin B6 A-304 dimoxystrobin B6 A-305 fluoxastrobin B6 A-306kresoxim-methyl B6 A-307 metominostrobin B6 A-308 orysastrobin B6 A-309picoxystrobin B6 A-310 pyraclostrobin B6 A-311 trifloxystrobin B6 A-312azoxystrobin B7 A-313 dimoxystrobin B7 A-314 fluoxastrobin B7 A-315kresoxim-methyl B7 A-316 metominostrobin B7 A-317 orysastrobin B7 A-318picoxystrobin B7 A-319 pyraclostrobin B7 A-320 trifloxystrobin B7 A-321azoxystrobin B8 A-322 dimoxystrobin B8 A-323 fluoxastrobin B8 A-324kresoxim-methyl B8 A-325 metominostrobin B8 A-326 orysastrobin B8 A-327picoxystrobin B8 A-328 pyraclostrobin B8 A-329 trifloxystrobin B8 A-330azoxystrobin B9 A-331 dimoxystrobin B9 A-332 fluoxastrobin B9 A-333kresoxim-methyl B9 A-334 metominostrobin B9 A-335 orysastrobin B9 A-336picoxystrobin B9 A-337 pyraclostrobin B9 A-338 trifloxystrobin B9 A-339azoxystrobin B10 A-340 dimoxystrobin B10 A-341 fluoxastrobin B10 A-342kresoxim-methyl B10 A-343 metominostrobin B10 A-344 orysastrobin B10A-345 picoxystrobin B10 A-346 pyraclostrobin B10 A-347 trifloxystrobinB10 A-348 azoxystrobin B11 A-349 dimoxystrobin B11 A-350 fluoxastrobinB11 A-351 kresoxim-methyl B11 A-352 metominostrobin B11 A-353orysastrobin B11 A-354 picoxystrobin B11 A-355 pyraclostrobin B11 A-356trifloxystrobin B11 A-357 azoxystrobin B12 A-358 dimoxystrobin B12 A-359fluoxastrobin B12 A-360 kresoxim-methyl B12 A-361 metominostrobin B12A-362 orysastrobin B12 A-363 picoxystrobin B12 A-364 pyraclostrobin B12A-365 trifloxystrobin B12 A-366 azoxystrobin B13 A-367 dimoxystrobin B13A-368 fluoxastrobin B13 A-369 kresoxim-methyl B13 A-370 metominostrobinB13 A-371 orysastrobin B13 A-372 picoxystrobin B13 A-373 pyraclostrobinB13 A-374 trifloxystrobin B13 A-375 azoxystrobin B14 A-376 dimoxystrobinB14 A-377 fluoxastrobin B14 A-378 kresoxim-methyl B14 A-379metominostrobin B14 A-380 orysastrobin B14 A-381 picoxystrobin B14 A-382pyraclostrobin B14 A-383 trifloxystrobin B14 A-384 azoxystrobin B15A-385 dimoxystrobin B15 A-386 fluoxastrobin B15 A-387 kresoxim-methylB15 A-388 metominostrobin B15 A-389 orysastrobin B15 A-390 picoxystrobinB15 A-391 pyraclostrobin B15 A-392 trifloxystrobin B15 A-393azoxystrobin B16 A-394 dimoxystrobin B16 A-395 fluoxastrobin B16 A-396kresoxim-methyl B16 A-397 metominostrobin B16 A-398 orysastrobin B16A-399 picoxystrobin B16 A-400 pyraclostrobin B16 A-401 trifloxystrobinB16 A-402 azoxystrobin B17 A-403 dimoxystrobin B17 A-404 fluoxastrobinB17 A-405 kresoxim-methyl B17 A-406 orysastrobin B17 A-407metominostrobin B17 A-408 picoxystrobin B17 A-409 pyraclostrobin B17A-410 trifloxystrobin B17 A-411 azoxystrobin B18 A-412 dimoxystrobin B18A-413 fluoxastrobin B18 A-414 kresoxim-methyl B18 A-415 metominostrobinB18 A-416 orysastrobin B18 A-417 picoxystrobin B18 A-418 pyraclostrobinB18 A-419 trifloxystrobin B18 A-420 azoxystrobin B19 A-421 dimoxystrobinB19 A-422 fluoxastrobin B19 A-423 kresoxim-methyl B19 A-424metominostrobin B19 A-425 orysastrobin B19 A-426 picoxystrobin B19 A-427pyraclostrobin B19 A-428 trifloxystrobin B19 A-429 azoxystrobin B20A-430 dimoxystrobin B20 A-431 fluoxastrobin B20 A-432 kresoxim-methylB20 A-433 metominostrobin B20 A-434 orysastrobin B20 A-435 picoxystrobinB20 A-436 pyraclostrobin B20 A-437 trifloxystrobin B20 A-438azoxystrobin B21 A-439 dimoxystrobin B21 A-440 fluoxastrobin B21 A-441kresoxim-methyl B21 A-442 metominostrobin B21 A-443 orysastrobin B21A-444 picoxystrobin B21 A-445 pyraclostrobin B21 A-446 trifloxystrobinB21 A-447 azoxystrobin B22 A-448 dimoxystrobin B22 A-449 fluoxastrobinB22 A-450 kresoxim-methyl B22 A-451 metominostrobin B22 A-452orysastrobin B22 A-453 picoxystrobin B22 A-454 pyraclostrobin B22 A-455trifloxystrobin B22 A-456 azoxystrobin B23 A-457 dimoxystrobin B23 A-458fluoxastrobin B23 A-459 kresoxim-methyl B23 A-460 metominostrobin B23A-461 orysastrobin B23 A-462 picoxystrobin B23 A-463 pyraclostrobin B23A-464 trifloxystrobin B23 A-465 azoxystrobin B24 A-466 dimoxystrobin B24A-467 fluoxastrobin B24 A-468 kresoxim-methyl B24 A-469 metominostrobinB24 A-470 orysastrobin B24 A-471 picoxystrobin B24 A-472 pyraclostrobinB24 A-473 trifloxystrobin B24 A-474 azoxystrobin B25 A-475 dimoxystrobinB25 A-476 fluoxastrobin B25 A-477 kresoxim-methyl B25 A-478metominostrobin B25 A-479 orysastrobin B25 A-480 picoxystrobin B25 A-481pyraclostrobin B25 A-482 trifloxystrobin B25 A-483 azoxystrobin B26A-484 dimoxystrobin B26 A-485 fluoxastrobin B26 A-486 kresoxim-methylB26 A-487 metominostrobin B26 A-488 orysastrobin B26 A-489 picoxystrobinB26 A-490 pyraclostrobin B26 A-491 trifloxystrobin B26 A-492azoxystrobin captan A-493 dimoxystrobin captan A-494 fluoxastrobincaptan A-495 kresoxim-methyl captan A-496 metominostrobin captan A-497orysastrobin captan A-498 picoxystrobin captan A-499 pyraclostrobincaptan A-500 trifloxystrobin captan A-501 azoxystrobin folpet A-502dimoxystrobin folpet A-503 fluoxastrobin folpet A-504 kresoxim-methylfolpet A-505 metominostrobin folpet A-506 orysastrobin folpet A-507picoxystrobin folpet A-508 pyraclostrobin folpet A-509 trifloxystrobinfolpet A-510 azoxystrobin metalaxyl A-511 dimoxystrobin metalaxyl A-512fluoxastrobin metalaxyl A-513 kresoxim-methyl metalaxyl A-514metominostrobin metalaxyl A-515 orysastrobin metalaxyl A-516picoxystrobin metalaxyl A-517 pyraclostrobin metalaxyl A-518trifloxystrobin metalaxyl A-519 azoxystrobin mefenoxam A-520dimoxystrobin mefenoxam A-521 fluoxastrobin mefenoxam A-522kresoxim-methyl mefenoxam A-523 metominostrobin mefenoxam A-524orysastrobin mefenoxam A-525 picoxystrobin mefenoxam A-526pyraclostrobin mefenoxam A-527 trifloxystrobin mefenoxam A-528azoxystrobin dimethomorph A-529 dimoxystrobin dimethomorph A-530fluoxastrobin dimethomorph A-531 kresoxim-methyl dimethomorph A-532metominostrobin dimethomorph A-533 orysastrobin dimethomorph A-534picoxystrobin dimethomorph A-535 pyraclostrobin dimethomorph A-536trifloxystrobin dimethomorph A-537 azoxystrobin thiophanate-methyl A-538dimoxystrobin thiophanate-methyl A-539 fluoxastrobin thiophanate-methylA-540 kresoxim-methyl thiophanate-methyl A-541 metominostrobinthiophanate-methyl A-542 orysastrobin thiophanate-methyl A-543picoxystrobin thiophanate-methyl A-544 pyraclostrobin thiophanate-methylA-545 trifloxystrobin thiophanate-methyl A-546 metalaxyl boscalid A-547metalaxyl B1 A-548 metalaxyl B2 A-549 metalaxyl B3 A-550 metalaxyl B4A-551 metalaxyl B5 A-552 metalaxyl B6 A-553 metalaxyl B7 A-554 metalaxylB8 A-555 metalaxyl B9 A-556 metalaxyl B10 A-557 metalaxyl B11 A-558metalaxyl B12 A-559 metalaxyl B13 A-560 metalaxyl B14 A-561 mefenoxamboscalid A-562 mefenoxam B1 A-563 mefenoxam B2 A-564 mefenoxam B3 A-565mefenoxam B4 A-566 mefenoxam B5 A-567 mefenoxam B6 A-568 mefenoxam B7A-569 mefenoxam B8 A-570 mefenoxam B9 A-571 mefenoxam B10 A-572mefenoxam B11 A-573 mefenoxam B12 A-574 mefenoxam B13 A-575 guazatineepoxiconazole A-576 guazatine difenoconazole A-577 guazatine metconazoleA-578 guazatine tebuconazole A-579 guazatine triticonazole A-580guazatine carboxin A-581 thiophanate-methyl epoxiconazole A-582thiophanate-methyl difenoconazole A-583 thiophanate-methyl metconazoleA-584 thiophanate-methyl tebuconazole A-585 thiophanate-methyltriticonazole A-586 thiophanate-methyl carboxin A-587 captanepoxiconazole A-588 captan difenoconazole A-589 captan metconazole A-590captan tebuconazole A-591 captan triticonazole A-592 captan carboxinA-593 folpet epoxiconazole A-594 folpet difenoconazole A-595 folpetmetconazole A-596 folpet tebuconazole A-597 folpet triticonazole A-598folpet carboxin A-599 fludioxionil difenoconazole A-600 fludioxionilflutriafol A-601 fludioxionil ipconazole A-602 fludioxionil metconazoleA-603 fludioxionil tebuconazole A-604 fludioxionil triticonazole A-605fludioxionil azoxystrobin A-606 fludioxionil dimoxystrobin A-607fludioxionil fluoxastrobin A-608 fludioxionil kresoxim-methyl A-609fludioxionil metominostrobin A-610 fludioxionil orysastrobin A-611fludioxionil picoxystrobin A-612 fludioxionil pyraclostrobin A-613fludioxionil trifloxystrobin A-614 fludioxionil carboxine A-615fludioxionil cyprodinil A-616 fludioxionil mefenoxam A-617 fludioxionilboscalid A-618 fludioxionil B1 A-619 fludioxionil B2 A-620 fludioxionilB3 A-621 fludioxionil B4 A-622 fludioxionil B5 A-623 fludioxionil B6A-624 fludioxionil B7 A-625 fludioxionil B8 A-626 fludioxionil B9 A-627fludioxionil B10 A-628 fludioxionil B11 A-629 fludioxionil B12 A-630fludioxionil B13

For use according to the present invention, the mixtures according tothe invention, or the compound I and the active compounds II and III,can be converted into the customary formulations, for example solutions,emulsions, suspensions, dusts, powders, pastes and granules. The useform depends on the particular intended purpose; in each case, it shouldensure a fine and even distribution of the compound according to theinvention.

The formulations are prepared in a known manner, for example byextending the active compound with solvents and/or carriers, if desiredusing emulsifiers and dispersants. Solvents/auxiliaries which aresuitable are essentially:

-   -   water, aromatic solvents (for example Solvesso products,        xylene), paraffins (for example mineral oil fractions), alcohols        (for example methanol, butanol, pentanol, benzyl alcohol),        ketones (for example cyclohexanone, gamma-butyrolactone),        pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols,        fatty acid dimethylamides, fatty acids and fatty acid esters. In        principle, solvent mixtures may also be used,    -   carriers such as ground natural minerals (for example kaolins,        clays, talc, chalk) and ground synthetic minerals (for example        highly disperse silica, silicates); emulsifiers such as nonionic        and anionic emulsifiers (for example polyoxyethylene fatty        alcohol ethers, alkylsulfonates and arylsulfonates) and        dispersants such as lignosulfite waste liquors and        methylcellulose.

Suitable surfactants are alkali metal, alkaline earth metal and ammoniumsalts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonicacid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkylsulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids andsulfated fatty alcohol glycol ethers, furthermore condensates ofsulfonated naphthalene and naphthalene derivatives with formaldehyde,condensates of naphthalene or of naphthalenesulfonic acid with phenoland formaldehyde, polyoxyethylene octylphenol ethers, ethoxylatedisooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ethers,tributylphenyl polyglycol ethers, tristearylphenyl polyglycol ethers,alkylaryl polyether alcohols, alcohol and fatty alcohol ethylene oxidecondensates, ethoxylated castor oil, polyoxyethylene alkyl ethers,ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal,sorbitol esters, lignosulfite waste liquors and methylcellulose.

Suitable for the preparation of directly sprayable solutions, emulsions,pastes or oil dispersions are mineral oil fractions of medium to highboiling point, such as kerosene or diesel oil, furthermore coal tar oilsand oils of vegetable or animal origin, aliphatic, cyclic and aromatichydrocarbons, for example toluene, xylene, paraffin,tetrahydronaphthalene, alkylated naphthalenes or their derivatives,methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone,isophorone, strongly polar solvents, for example dimethyl sulfoxide,N-methylpyrrolidone and water.

Also anti-freezing agents such as glycerin, ethylene glycol, propyleneglycol and bactericides such as can be added to the formulation.

Suitable antifoaming agents are for example antifoaming agents based onsilicon or magnesium stearate.

Suitable preservatives are for example Dichlorophen andenzylalkoholhemiformal. Seed Treatment formulations may additionallycomprise binders and optionally colorants.

Binders can be added to improve the adhesion of the active materials onthe seeds after treatment. Suitable binders are block copolymers EO/POsurfactants but also polyvinyl alcohols, polyvinylpyrrolidones,polyacrylates, polymethacrylates, polybutenes, polyisoutylenes,polystyrene, polyethyleneamines, polyethyleneamides, polyethyleneimines(Lupasol®, Polymin®), polyethers, polyurethans, polyvinylacetate, tyloseand copolymers derived from these polymers.

Optionally, also colorants can be included in the formulation. Suitablecolorants or dyes for seed treatment formulations are Rhodamin B, C.I.Pigment Red 112, C.I. Solvent Red 1, pigment blue 15:4, pigment blue15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pigmentyellow 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigmentred 48:1, pigment red 57:1, pigment red 53:1, pigment orange 43, pigmentorange 34, pigment orange 5, pigment green 36, pigment green 7, pigmentwhite 6, pigment brown 25, basic violet 10, basic violet 49, acid red51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10,basic red 108.

Examples of a gelling agent is carrageen (Satiagel®)

Powders, materials for spreading and dustable products can be preparedby mixing or concomitantly grinding the active substances with a solidcarrier.

Granules, for example coated granules, impregnated granules andhomogeneous granules, can be prepared by binding the active compounds tosolid carriers. Examples of solid carriers are mineral earths such assilica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk,bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate,magnesium sulfate, magnesium oxide, ground synthetic materials,fertilizers, such as, for example, ammonium sulfate, ammonium phosphate,ammonium nitrate, ureas, and products of vegetable origin, such ascereal meal, tree bark meal, wood meal and nutshell meal, cellulosepowders and other solid carriers.

In general, the formulations comprise from 0.01 to 95% by weight,preferably from 0.1 to 90% by weight, of the active compound. The activecompounds are employed in a purity of from 90% to 100%, preferably 95%to 100% (according to NMR spectrum).

For seed treatment purposes, respective formulations can be diluted 2-10fold leading to concentrations in the ready to use preparations of 0.01to 60% by weight active compound by weight, preferably 0.1 to 40% byweight.

The following are examples of formulations: 1. Products for dilutionwith water For seed treatment purposes, such products may be applied tothe seed diluted or undiluted.

A Water-Soluble Concentrates (SL, LS)

10 parts by weight of the active compounds are dissolved with 90 partsby weight of water or a water-soluble solvent. As an alternative,wetters or other auxiliaries are added. The active compound dissolvesupon dilution with water. A formulation having an active compoundcontent of 10% by weight is obtained in this manner.

B Dispersible concentrates (DC)

20 parts by weight of the active compounds are dissolved in 70 parts byweight of cyclohexanone with addition of 10 parts by weight of adispersant, for example polyvinylpyrrolidone. Dilution with water givesa dispersion. The active compound content is 20% by weight

C Emulsifiable Concentrates (EC)

15 parts by weight of the active compounds are dissolved in 75 parts byweight of xylene with addition of calcium dodecylbenzenesulfonate andcastor oil ethoxylate (in each case 5 parts by weight). Dilution withwater gives an emulsion. The formulation has an active compound contentof 15% by weight.

D Emulsions (EW, EO, ES)

25 parts by weight of the active compounds are dissolved in 35 parts byweight of xylene with addition of calcium dodecylbenzenesulfonate andcastor oil ethoxylate (in each case 5 parts by weight). This mixture isadded into 30 parts by weight of water by means of an emulsifyingmachine (e.g. Ultraturrax) and made into a homogeneous emulsion.Dilution with water gives an emulsion. The formulation has an activecompound content of 25% by weight.

E Suspensions (SC, OD, FS)

In an agitated ball mill, 20 parts by weight of the active compounds arecomminuted with addition of 10 parts by weight of dispersants andwetters and 70 parts by weight of water or an organic solvent to give afine active compound suspension. Dilution with water gives a stablesuspension of the active compound. The active compound content in theformulation is 20% by weight.

F Water-Dispersible Granules and Water-Soluble Granules (WG, SG)

50 parts by weight of the active compounds are ground finely withaddition of 50 parts by weight of dispersants and wetters and made intowater-dispersible or water-soluble granules by means of technicalappliances (for example extrusion, spray tower, fluidized bed). Dilutionwith water gives a stable dispersion or solution of the active compound.The formulation has an active compound content of 50% by weight.

G Water-Dispersible Powders and Water-Soluble Powders (WP, SP, SS, WS)

75 parts by weight of the active compounds are ground in a rotor-statormill with addition of 25 parts by weight of dispersants and wetters aswell as silica gel. Dilution with water gives a stable dispersion orsolution of the active compound. The active compound content of theformulation is 75% by weight.

H Gel formulations (GF)

In a ball mill, 20 parts by weight of the active compounds, 10 parts byweight of dispersant, 1 part by weight of gelling agent and 70 parts byweight of water or an organic solvent are ground to give a finesuspension. On dilution with water, a stable suspension having an activecompound content of 20% by weight is obtained.

2. Products to be Applied Undiluted

I Dustable powders (DP, DS)

5 parts by weight of the active compounds are ground finely and mixedintimately with 95 parts by weight of finely divided kaolin. This givesa dustable product having an active compound content of 5% by weight.

J Granules (GR, FG, GG, MG)

0.5 part by weight of the active compounds is ground finely andassociated with 99.5 parts by weight of carriers. Current methods areextrusion, spray-drying or the fluidized bed. This gives granules to beapplied undiluted having an active compound content of 0.5% by weight.

K ULV Solutions (UL)

10 parts by weight of the active compounds are dissolved in 90 parts byweight of an organic solvent, for example xylene. This gives a productto be applied undiluted having an active compound content of 10% byweight.

For seed treatment, use is usually made of water-soluble concentrates(LS), suspensions (FS), dustable powders (DS), water-dispersible andwater-soluble powders (WS, SS), emulsions (ES), emulsifiableconcentrates (EC) and gel formulations (GF). These formulations can beapplied to the seed in undiluted form or, preferably, diluted.Application can be carried out prior to sowing.

In a preferred embodiment a FS formulation is used for seed treatment.Typcially, a FS formulation may comprise 1-800 g/l of active ingredient,1-200 g/l Surfactant, 0 to 200 g/l antifreezing agent, 0 to 400 g/l ofbinder, 0 to 200 g/l of a pigment and up to 1 liter of a solvent,preferably water.

The active compounds can be used as such, in the form of theirformulations or the use forms prepared therefrom, for example in theform of directly sprayable solutions, powders, suspensions ordispersions, emulsions, oil dispersions, pastes, dustable products,materials for spreading, or granules, by means of spraying, atomizing,dusting, spreading or pouring. The use forms depend entirely on theintended purposes; the intention is to ensure in each case the finestpossible distribution of the active compounds according to theinvention.

Aqueous use forms can be prepared from emulsion concentrates, pastes orwettable powders (sprayable powders, oil dispersions) by adding water.To prepare emulsions, pastes or oil dispersions, the substances, as suchor dissolved in an oil or solvent, can be homogenized in water by meansof a wetter, tackifier, dispersant or emulsifier. Alternatively, it ispossible to prepare concentrates composed of active substance, wetter,tackifier, dispersant or emulsifier and, if appropriate, solvent or oil,and such concentrates are suitable for dilution with water.

The active compound concentrations in the ready-to-use preparations canbe varied within relatively wide ranges. In general, they are from0.0001 to 10%, preferably from 0.01 to 1%.

The active compounds may also be used successfully in theultra-low-volume process (ULV), by which it is possible to applyformulations comprising over 95% by weight of active compound, or evento apply the active compound without additives.

Various types of oils, wetters, adjuvants, herbicides, fungicides, otherpesticides, or bactericides may be added to the active compounds, ifappropriate not until immediately prior to use (tank mix). These agentscan be admixed with the agents according to the invention in a weightratio of 1:100 to 100:1, preferably 1:10 to 10:1.

Compositions of this invention may also contain other activeingredients, for example other pesticides, herbicides, fertilizers suchas ammonium nitrate, urea, potash, and superphosphate, phytotoxicantsand plant growth regulators and safeners. These additional ingredientsmay be used sequentially or in combination with the above-describedcompositions, if appropriate also added only immediately prior to use(tank mix). For example, the plant(s) may be sprayed with a compositionof this invention either before or after being treated with other activeingredients.

The mixtures of a compound I and compounds II and III or thesimultaneous, that is joint or separate, use of a compound I andcompounds II and III are distinguished by being highly active against awide range of phytopathogenic fungi, in particular from the classes ofthe Ascomycetes, Deuteromycetes, Peronosporomycetes and Basidiomycetes.Some of them act systemically and can be used in crop protection asfoliar fungicides, as fungicides for seed dressing and as soil-actingfungicides.

They are particularly important for controlling a multitude of fungi onvarious cultivated plants, such as bananas, cotton, vegetable species(for example cucumbers, beans and cucurbits), barley, grass, oats,coffee, potatoes, corn, fruit species, rice, rye, soya, tomatoes,grapevines, wheat, ornamental plants, sugar cane and also on a largenumber of seeds.

The compounds I and the compounds II and III can be appliedsimultaneously, that is jointly or separately, or in succession, thesequence, in the case of separate application, generally not having anyeffect on the result of the control measures.

They are particularly important in the control of a multitude of fungion various cultivated plants, such as wheat, rye, barley, oats, rice,corn, grass, bananas, cotton, soybeans, coffee, sugar cane, vines,fruits and ornamental plants, and vegetables, such as cucumbers, beans,tomatoes, potatoes and cucurbits, and on the seeds of these plants. Theycan also be used in crops which are tolerant to insect or fungal attackbecause of breeding, including genetic engineering methods. Moreover,they are suitable for controlling Botryosphaeria species, Cylindrocarponspecies, Eutypa lata, Neonectria liriodendri and Stereum hirsutum whichinfest inter alia the wood or the roots of grapevines.

They are especially suitable for controlling each of the following plantdiseases: Alternaria species on vegetables, rapeseed, sugar beet, fruit,rice, soybeans and on potatoes (for example A. solani or A. alternata)and tomatoes (for example A. solani or A. alternata) and Alternaria ssp.(black head mold) on wheat,

Aphanomyces species on sugar beet and vegetables,Ascochyta species on cereals and vegetables, for example Ascochytatritici (leaf spot) on wheat,Bipolaris and Drechslera species on corn (for example, D. maydis),cereals, rice and lawn,Blumeria graminis (powdery mildew) on cereals (for example wheat orbarley),Botrytis cinerea (gray mold) on strawberries, vegetables, flowers,grapevines and wheat (head mold),Bremia lactucae on lettuce,Cercospora species on corn, rice, sugar beet, and e.g. Cercospora sojina(leaf spot) or Cercospora kikuchii (leaf spot) on soybeans,Cladosporium herbarum (ear rot) on wheat,Cochliobolus species on corn, cereals (e.g. Cochliobolus sativus) andrice (e.g. Cochliobolus miyabeanus),Colletotricum species on cotton and e.g. Colletotrichum truncatum(anthracnose) on soybeans,Corynespora cassiicola (leaf spot) on soybeans,Dematophora necatrix (root/stem rot) on soybeans,Diaporthe phaseolorum (stem disease) on soybeans,Drechslera species, Pyrenophora species on corn, cereals, rice and lawn,on barley (for example, D. teres) or on wheat (for example D.tritici-repentis),Esca on grapevines, caused by Phaeoacremonium chlamydosporium, Ph.Aleophilum, and Formitipora punctata (syn. Phellinus punctatus),Elsinoe empelina on grapevines,Epicoccum spp. (black head mold) on wheat,Exserohilum species on corn,Erysiphe cichoracearum and Sphaerotheca fuliginea on cucumbers,Fusarium and Verticillium species on various plants: for example, F.graminearum orF. culmorum (root rot) on cereals (for example wheat or barley) or forexample F. oxysporum on tomatoes,and Fusarium solani (stem disease) on soybeans,Gaeumanomyces graminis (root black) on cereals (for example wheat orbarley),Gibberella species on cereals and rice (for example Gibberellafujikuroi),Glomerella cingulata on grapevines and other plants,Grainstaining complex on rice,Guignardia budwelli on grapevines,Helminthosporium species on corn and rice,Isariopsis clavispora on grapevines,Macrophomina phaseolina (root/stem rot) on soybeans,Michrodochium nivale (snow mold) on cereals (for example wheat orbarley),Microsphaera difusa (powdery mildew) on soybeans,Mycosphaerella species on cereals, bananas and peanuts, such as, forexample,M. graminicola on wheat or M. fijiensis on bananas,Peronospora species on cabbage (for example P. brassicae), onions, (forexample, P. destructor) and for example Peronospora manshurica (downymildew) on soybeans,Phakopsara pachyrhizi (soybean rust) and Phakopsara meibomiae (soybeanrust) on soybeans,Phialophora gregata (stem disease) on soybeans,Phomopsis species on sunflowers, grapevines (for example P. viticola)and soybeans (for example Phomopsis phaseoli),Phytophthora species on various plants, for example P. capsici on bellpepper, Phytopthora megasperma (leaf/stem rot) on soybeans, Phytophthorainfestans on potatoes and tomatoes,Plasmopara viticola on grapevines,Podosphaera leucotricha on apples,Pseudocercosporella herpotrichoides (eyespot) on cereals (wheat orbarley),Pseudoperonospora on various plants, for example P. cubensis on cucumberor P. humili on hops,Pseudopezicula tracheiphilai on grapevines,Puccinia species on various plants, for example P. triticina, P.striformins, P. hordei or P. graminis on cereals (for example wheat orbarley) or on asparagus (for example P. asparagi),Pyricularia oryzae, Corticium sasakii, Sarocladium oryzae, S.attenuatum, Pyrenophora tritici-repentis (leaf spot) on wheat orPyrenophora teres (net spot) on barley, Entyloma oryzae on rice,Pyricularia grisea on lawn and cereals,Pythium spp. on lawn, rice, corn, wheat, cotton, oilseed rape,sunflowers, sugar beet, vegetables and other plants (for example P.ultiumum or P. aphanidermatum),Ramularia collo-cygni (Ramularia/sunburn complex/physiological leafspots) on barley,Rhizoctonia species on cotton, rice, potatoes, lawn, corn, oilseed rape,potatoes, sugar beet, vegetables and on various other plants, forexample Rhizoctonia solani (root/stem rot) on soybeans or Rhizoctoniacerealis (sharp eyespot) on wheat or barley,Rhynchosporium secalis on barley (leaf spot), rye and triticale,Sclerotinia species on oilseed rape, sunflowers and, for exampleSclerotinia sclerotiorum (stem disease) or Sclerotinia rolfsii (stemdisease) on soybeans,Septoria glycines (leaf spot) on soybeans,Septoria tritici (leaf septoria) and Stagonospora nodorum on wheat,Erysiphe (syn. Uncinula) necator on grapevines,Setospaeria species on corn and lawn,Sphacelotheca reilinia on corn,Stagonospora nodorum (ear septoria) on wheat,Thievaliopsis species on soybeans and cotton,Tilletia species on cereals,Typhula incarnata (snow rot) on wheat or barley,Ustilago species on cereals, corn (for example U. maydis) and sugarcane,Venturia species (scab) on apples (for example V. inaequalis) and pears.

The target crops may be crops of conventional plants or crops ofgenetically modified plants (“GM plants” or “GMOs”).

The compositions according to the invention are therefore also suitablefor use in herbicide-resistant, pest-resistant and/or fungus-resistanttransgenic crops of useful plants, especially cereals, cotton, soybeans,sugar beet, sugar cane, plantation crops (e.g. citrus fruits, coffee,bananas), rape, maize and rice.

Herbicide-resistant crops are to be understood as including those thathave been made tolerant to herbicides or classes of herbicides (e.g.ALS-, GS-, EPSPS-, PPO- and HPPD-inhibitors) by means of conventionalbreeding or genetic engineering methods. An example of a crop that hasbeen made tolerant by conventional breeding methods to, for example,imidazolinones such as imazamox is Clearfield® summer rape (canola).Examples of crops made tolerant to herbicides by genetic engineeringmethods are maize varieties resistant to, for example, glyphosate orglufosinate, which are commercially available under the trade namesRoundupReady® and LibertyLink®, respectively.

In the context of the present invention, pest-resistant and/orfungus-resistant transgenic useful plants are expressly understood toinclude those useful plants which, in addition to having the pestresistance and/or fungus resistance, also have herbicide tolerance.Among the group of herbicide-tolerant useful plants preference is given,in accordance with the invention, to useful plants having tolerance withrespect to glyphosate, glufosinate-ammonium, ALS (acetolactate synthase)inhibitors, such as sulfonylureas, e.g. primisulfuron, prosulfuron andtrifloxysulfuron, or bromoxynil, such as, for example, Bt11 maize orHerculex I® maize.

Pest-resistant transgenic crop plants are to be understood in thecontext of the present invention as being plants which have been sotransformed by the use of recombinant DNA techniques that they arecapable of synthesising one or more selectively acting toxins, such asare known, for example, from toxin-producing bacteria, especially thoseof the genus Bacillus.

Toxins that can be expressed by such transgenic plants include, forexample, insecticidal proteins, e.g. insecticidal proteins from Bacilluscereus or Bacillus popliae; or insecticidal proteins from Bacillusthuringiensis, such as alpha-endotoxins, e.g. CryIA(b), CryIA(c), CryIF,CryIF(a2), CryIIA(b), CryIIIIA, CryIIIIB(bi) or Cry9c, or vegetativeinsecticidal proteins (VIP), e.g. VIP1, VIP2, VIP3 or VIP3A; orinsecticidal proteins of bacteria that colonise nematodes, for examplePhotorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens,Xenorhabdus nematophilus; toxins produced by animals, such as scorpiontoxins, arachnid toxins, wasp toxins and other insect-specificneurotoxins; toxins produced by fungi, such as Streptomycetes toxins;plant lectins, such as pea lectins, barley lectins or snowdrop lectins;agglutinins; proteinase inhibitors, such as trypsin inhibitors, serineprotease inhibitors, patatin, cystatin, papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid-oxidase, ecdysteroid-UDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ionchannel blockers, such as blockers of sodium or calcium channels,juvenile hormone esterase, diuretic hormone receptors, stilbenesynthase, bibenzyl synthase, chitinases and glucanases.

In the context of the present invention there are to be understood byd-endotoxins, for example CryIA(b), CryIA(c), CryIF, CryIF(a2),CryIIA(b), CryIIIIA, CryIIIIB(bi) or Cry9c, or vegetative insecticidalproteins (VIP), for example VIP1, VIP2, VIP3 or VIP3A, expressly alsohybrid toxins, truncated toxins and modified toxins. Hybrid toxins areproduced recombinantly by a new combination of different domains ofthose proteins (see, for example, WO 02/15701). An example of atruncated toxin is a truncated CryIA(b), which is expressed in Bt11maize of Syngenta Seeds SAS, as described hereinbelow. In the case ofmodified toxins, one or more amino acids of the naturally occurringtoxin is/are replaced. In such amino acid replacements, preferablynon-naturally present protease recognition sequences are inserted intothe toxin, such as, for example, in the case of CryIIIA055, acathepsin-D-recognition sequence is inserted into a CryIIIA toxin (seeWO 03/018810).

Examples of such toxins or transgenic plants capable of synthesisingsuch toxins are disclosed, for example, in EP-A 374 753, WO 93/07278, WO95/34656, EP-A 427 529, EP-A 451 878 and WO 03/052073.

The processes for the production of such transgenic plants are generallyknown to the person skilled in the art and are described, for example,in the publications mentioned above. CryI-type deoxyribonucleic acidsand their preparation are known, for example, from WO 95/34656, EP-A 367474, EP-A 401 979 and WO 90/13651.

The toxin contained in the transgenic plants provides the plants withtolerance to harmful insects. Such insects can occur in any taxonomicgroup of insects, but are especially commonly found in beetles(Coleoptera), two-winged insects (Diptera) and butterflies(Lepidoptera).

The following harmful insects from different taxonomic groups areespecially common in maize crops:

Ostrinia nubilalis, European corn borer,Agrotis ipsilon, black cutworm,Helicoverpa zea, corn earworm,Spodoptera frugiperda, fall armyworm,Diatraea grandiosella, southwestern corn borer,Elasmopalpus lignosellus, lesser cornstalk borer,Diatraea saccharalis, sugarcane borer,Diabrotica virgifera virgifera, western corn rootworm,Diabrotica longicornis barberi, northern corn rootworm,Diabrotica undecimpunctata howardi, southern corn rootworm,Melanotus spp., wireworms,Cyclocephala borealis, northern masked chafer (white grub),Cyclocephala immaculata, southern masked chafer (white grub),Popillia japonica, Japanese beetle,Chaetocnema pulicaria, corn flea beetle,Sphenophorus maidis, maize billbug,Rhopalosiphum maidis, corn leaf aphid,Anuraphis maidiradicis, corn root aphid,Blissus leucopterus leucopterus, chinch bug,Melanoplus femurrubrum, red-legged grasshopper,Melanoplus sanguinipes, migratory grasshopper,Hylemya platura, seedcom maggot,Agromyza parvicornis, corn blotch leafminer,Anaphothrips obscurus, grass thrips,Solenopsis milesta, thief ant,Tetranychus urticae, two-spotted spider mite.

Transgenic plants containing one or more genes that code for aninsecticidal resistance and express one or more toxins are known andsome of them are commercially available. Examples of such plants are:YieldGard® (maize variety that expresses a CryIA(b) toxin); YieldGardRootworm® (maize variety that expresses a CryIIIIB(bi) toxin); YieldGardPlus® (maize variety that expresses a CryIA(b) and a CryIIIIB(bi)toxin); Starlink® (maize variety that expresses a Cry9(c) toxin);Herculex I® (maize variety that expresses a CryIF(a2) toxin and theenzyme phosphinothricin N-acetyl-transferase (PAT) to achieve toleranceto the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety thatexpresses a CryIA(c) toxin); Boligard I® (cotton variety that expressesa CryIA(c) toxin); Boligard 10 (cotton variety that expresses a CryIA(c)and a CryIIA(b) toxin); VIPCOT® (cotton variety that expresses a VIPtoxin); NewLeaf® (potato variety that expresses a CryIIIIA toxin);NatureGard® and Protecta®.

Further examples of such transgenic crops are:

1. Bt11 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Geneticallymodified Zea mays which has been rendered resistant to attack by theEuropean corn borer (Ostrinia nubilalis and Sesamia nonagrioides) bytransgenic expression of a truncated CryIA(b) toxin. Bt11 maize alsotransgenically expresses the enzyme PAT to achieve tolerance to theherbicide glufosinate ammonium.2. Bt176 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Geneticallymodified Zea mays which has been rendered resistant to attack by theEuropean corn borer (Ostrinia nuhilalis and Sesamia nonagrioides) bytransgenic expression of a CryIA(b) toxin. Bt176 maize alsotransgenically expresses the enzyme PAT to achieve tolerance to theherbicide glufosinate ammonium.3. MIR604 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Maize which hasbeen rendered insect-resistant by transgenic expression of a modifiedCryIHA toxin. This toxin is Cry3A055 modified by insertion of acathepsin-D-protease recognition sequence. The preparation of suchtransgenic maize plants is described in WO 03/018810.4. MON 863 Maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren,B-1150 Brussels, Belgium, registration number C/DE/02/9. MON 863expresses a CryIIIIB(bi)toxin and has resistance to certain Coleopterainsects.5. IPC 531 Cotton from Monsanto Europe S.A. 270-272 Avenue de Tervuren,B-1150 Brussels, Belgium, registration number C/ES/96/02.6. 1507 Maize from Pioneer Overseas Corporation, Avenue Tedesco, 7B-1160 Brussels, Belgium, registration number C/N LJ00/10. Geneticallymodified maize for the expression of the protein CryI F for achievingresistance to certain Lepidoptera insects and of the PAT protein forachieving tolerance to the herbicide glufosinate ammonium.7. NK603×MON 810 Maize from Monsanto Europe S.A. 270-272 Avenue deTervuren, B-1150 Brussels, Belgium, registration number C/GB/02/M3/03.Consists of conventionally bred hybrid maize varieties by crossing thegenetically modified varieties NK603 and MON 810. NK603×MON 810 Maizetransgenically expresses the protein CP4 EPSPS, obtained fromAgrobacterium sp. strain CP4, which imparts tolerance to the herbicideRoundup® (contains glyphosate), and also a CryIA(b) toxin obtained fromBacillus thuringiensis subsp. kurstaki which brings about tolerance tocertain Lepidoptera, including the European corn borer.

Transgenic crops of insect-resistant plants are also described in BATS(Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS,Clarastrasse 13, 4058 Basel, Switzerland) Report 2003, (http://bats.ch).

In the context of the present invention, fungus-resistant transgeniccrop plants are to be understood as being those which have been sotransformed by the use of recombinant DNA techniques that they arecapable of synthesising antipathogenic substances having a selectiveaction, such as, for example, the so-called “pathogenesis-relatedproteins” (PRPs, see e.g. EP-A 392 225). Examples of such antipathogenicsubstances and transgenic plants capable of synthesising suchantipathogenic substances are known, for example, from EP-A 392 225, WO95/33818 and EP-A 353 191. The methods of producing such transgenicplants are generally known to the person skilled in the art and aredescribed, for example, in the publications mentioned above.

Antipathogenic substances which can be expressed by such transgenicplants include, for example, ion channel blockers, such as blockers forsodium and calcium channels, for example the viral KP1, KP4 or KP6toxins; stilbene synthases; bibenzyl synthases; chitinases; glucanases;the so-called “pathogenesis-related proteins” (PRPs; see e.g. EP-A 392225); antipathogenic substances produced by microorganisms, for examplepeptide antibiotics or heterocyclic antibiotics (see e.g. WO 95/33818)or protein or polypeptide factors involved in plant pathogen defence(so-called “plant disease resistance genes”, as described in WO03/000906). Further areas of use of the compositions according to theinvention are the protection of stored goods and storerooms and theprotection of raw materials, such as wood, textiles, floor coverings orbuildings, and also in the hygiene sector, especially the protection ofhumans, domestic animals and productive livestock against pests of thementioned type.

In the context of the invention transgenic plants may contain one ormore genes that code for an insecticidal resistance as well as for aherbicidal resistance, as described above (e.g. RR Bollguard® or RRYieldguard® traits). Those are considered transgenic plants containing adouble or even triple stacked genes. Furthermore, this concept ofmultiple stacking of genes or events in a transgenic plant can beconsidered also for a broader and larger application, such as fungicidalresistance or drought resistance. The latter are to be understood ofwhich have been so transformed by the use of recombinant DNA techniquesthat they are capable providing stress resistance under droughtselection pressure to the crop plant. Furthermore, genes which increasethe yield potential of a given crop plant per se, when introduced bytransformation technologies with the use of recombinant DNA, providingadditional yield by modifying a given physiological pathway of the cropplant, have to be considered in the multiple stacking concept oftransgenic crop plants, e.g. RR2yield® in soybean.

The mixtures of the compounds I and active compounds II and III arefurthermore suitable for controlling harmful fungi in the protection ofmaterials (for example wood, paper, paint dispersions, fibers orfabrics) and in the protection of stored products. In the protection ofwood, particular attention is paid to the following harmful fungi:Ascomycetes, such as Ophiostoma spp., Ceratocystis spp., Aureobasidiumpullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriellaspp., Trichurus spp.; Basidiomycetes, such as Coniophora spp., Coriolusspp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp.,Serpula spp. and Tyromyces spp., Deuteromycetes, such as Aspergillusspp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternariaspp., Paecilomyces spp. and Zygomycetes, such as Mucor spp.,additionally in the protection of materials the following yeasts:Candida spp. and Saccharomyces cerevisae.

The compound I and the compound II are usually applied in a weight ratioof from 5000:1 to 1:5000, preferabley500:1 to 1:100, more preferablyfrom 100:1 to 1:100, in particular from 20:1 to 1:20, most preferredfrom 10:1 to 1:10.

The compound III is added in a weight ratio of from 20:1 to 1:20 to thecompound I.

Alternatively the compound III is added in a weight ratio of from 20:1to 1:20 to the compound II.

When preparing the mixtures, it is preferred to employ the pure activecompounds I, II and III, to which further active compounds againstharmful fungi or against other pests, such as insects, arachnids ornematodes, or else herbicidal or growth-regulating active compounds orfertilizers can be added as further active components according to need.

Usually, mixtures of a compound I with two or, if appropriate, moreactive components may be advantageous.

Suitable further active components in the above sense are in particularthe active compounds II and III, mentioned at the outset and inparticular the preferred active compounds mentioned above.

The mixtures of the compounds I and active compounds II and III areemployed by treating the fungi or the plants, seeds, materials or soilto be protected from fungal attack with a fungicidally effective amountof the active compounds. The application can be carried out both beforeand after the infection of the materials, plants or seeds by the fungi.

In the method of combating harmful fungi depending on the type ofcompound and the desired effect, the application rates of the mixturesaccording to the invention are from 5 g/ha to 2000 g/ha, preferably from50 to 900 g/ha, in particular from 50 to 750 g/ha.

Correspondingly, the application rates for the compound I are generallyfrom 1 to 1000 g/ha, preferably from 10 to 900 g/ha, in particular from20 to 750 g/ha.

Correspondingly, the application rates for the active compounds II andIII, resp., are generally from 1 to 2000 g/ha, preferably from 10 to 900g/ha, in particular from 40 to 500 g/ha.

The method for controlling harmful fungi is carried out by the separateor joint application of a compound I and the active compounds II and IIIor the mixtures of the compound I and the active compounds II and III byspraying or dusting the seeds, the plants or the soil before or aftersowing of the plants or before or after emergence of the plants.

The treatment can be made into the seedbox before planting into thefield.

The compounds I, II and III or the mixtures or the correspondingformulations are applied by treating the harmful fungi, the plants,seeds, soils, areas, materials or spaces to be kept free from them witha fungicidally effective amount of the mixture or, in the case ofseparate application, of the compounds I, II and III. Application can becarried out before or after infection by the harmful fungi.

The mixtures of compounds I, II and II, or the compounds I, II and IIIused simultaneously, that is jointly or separately, exhibit alsooutstanding action against pests from the following orders:

insects from the order of the lepidopterans (Lepidoptera), for exampleAgrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsiagemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius,Cacoecia murinana, Capua reticulana, Chematobia brumata, Choristoneurafumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydiapomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella,Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella,Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholithafunebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens,Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea,Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria,Laphygma exigua, Leucoptera coffeella, Leucoptera scitella,Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis,Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosomaneustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis,Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalerabucephala, Phthorimaea operculella, Phyllocnistis citrella, Pierisbrassicae, Plathypena scabra, Plutella xylostella, Pseudoplusiaincludens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotrogacerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodopteralittoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrixviridana, Trichoplusia ni and Zeiraphera canadensis,beetles (Coleoptera), for example Agrilus sinuatus, Agriotes lineatus,Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar,Anthonomus grandis, Anthonomus pomorum, Aphthona euphoridae, Athoushaemorrhoidalis, Atomaria linearis, Blastophagus piniperda, Blitophagaundata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscusbetulae, Cassida nebulosa, Cerotoma trifurcata, Cetonia aurata,Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnema tibialis,Conoderus vespertinus, Criceris asparagi, Ctenicera ssp., Diabroticalongicornis, Diabrotica semipunctata, Diabrotica 12-punctata Diabroticaspeciosa, Diabrotica virgifera, Epilachna varivestis, Epitrixhirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hyperabrunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lemamelanopus, Leptinotarsa decemlineata, Limonius californicus,Lissorhoptrus oryzophilus, Melanotus communis, Meligethes aeneus,Melolontha hippocastani, Melolontha melolontha, Oulema oryzae,Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae,Phyllobius pyri, Phyllotreta chrysocephala, Phyllophaga sp.,Phyllopertha horticola, Phyllotreta nemorum, Phyllotreta striolata,Popillia japonica, Sitona lineatus and Sitophilus granaria,flies, mosquitoes (Diptera), e.g. Aedes aegypti, Aedes albopictus, Aedesvexans, Anastrepha ludens, Anopheles maculipennis, Anopheles crucians,Anopheles albimanus, Anopheles gambiae, Anopheles freeborni, Anophelesleucosphyrus, Anopheles minimus, Anopheles quadrimaculatus, Calliphoravicina, Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax,Chrysomya macellaria, Chrysops discalis, Chrysops silacea, Chrysopsatlanticus, Cochliomyia hominivorax, Contarinia sorghicola Cordylobiaanthropophaga, Culicoides furens, Culex pipiens, Culex nigripalpus,Culex quinquefasciatus, Culex tarsalis, Culiseta inornata, Culisetamelanura, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Deliaantique, Delia coarctata, Delia platura, Delia radicum, Dermatobiahominis, Fannia canicularis, Geomyza Tripunctata, Gasterophilusintestinalis, Glossina morsitans, Glossina palpalis, Glossina fuscipes,Glossina tachinoides, Haematobia irritans, Haplodiplosis equestris,Hippelates spp., Hylemyia platura, Hypoderma lineata, Leptoconopstorrens, Liriomyza sativae, Liriomyza trifolii, Lucilia caprina, Luciliacuprina, Lucilia sericata, Lycoria pectoralis, Mansonia titillanus,Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis,Opomyza florum, Oscinella frit, Pegomya hysocyami, Phorbia antiqua,Phorbia brassicae, Phorbia coarctata, Phlebotomus argentipes, Psorophoracolumbiae, Psila rosae, Psorophora discolor, Prosimulium mixtum,Rhagoletis cerasi, Rhagoletis pomonella, Sarcophaga haemorrhoidalis,Sarcophaga sp., Simulium vittatum, Stomoxys calcitrans, Tabanus bovinus,Tabanus atratus, Tabanus lineola, and Tabanus similis, Tipula oleracea,and Tipula paludosathrips (Thysanoptera), e.g. Dichromothrips corbetti, Dichromothrips ssp,Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici,Scirtothrips citri, Thrips oryzae, Thrips palmi and Thrips tabaci,termites (Isoptera), e.g. Calotermes flavicollis, Leucotermes flavipes,Heterotermes aureus, Reticulitermes flavipes, Reticulitermes virginicus,Reticulitermes lucifugus, Termes natalensis, and Coptotermes formosanus,cockroaches (Blattaria-Blattodea), e.g. Blattella germanica, Blattellaasahinae, Periplaneta americana, Periplaneta japonica, Periplanetabrunnea, Periplaneta fuligginosa, Periplaneta australasiae, and Blattaorientalis,true bugs (Hemiptera), e.g. Acrosternum hilare, Blissus leucopterus,Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedius,Eurygaster integriceps, Euschistus impictiventris, Leptoglossusphyllopus, Lygus lineolaris, Lygus pratensis, Nezara viridula, Piesmaquadrata, Solubea insularis, Thyanta perditor, Acyrthosiphon onobrychis,Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphispomi, Aphis gossypii, Aphis grossulariae, Aphis schneideri, Aphisspiraecola, Aphis sambuci, Acyrthosiphon pisum, Aulacorthum solani,Bemisia argentifolii, Brachycaudus cardui, Brachycaudus helichrysi,Brachycaudus persicae, Brachycaudus prunicola, Brevicoryne brassicae,Capitophorus horni, Cerosipha gossypii, Chaetosiphon fragaefolii,Cryptomyzus ribis, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphisradicola, Dysaulacorthum pseudosolani, Dysaphis plantaginea, Dysaphispyri, Empoasca fabae, Hyalopterus pruni, Hyperomyzus lactucae,Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megouraviciae, Melanaphis pyrarius, Metopolophium dirhodum, Myzus persicae,Myzus ascalonicus, Myzus cerasi, Myzus varians, Nasonovia ribis-nigri,Nilaparvata lugens, Pemphigus bursarius, Perkinsiella saccharicida,Phorodon humuli, Psylla mali, Psylla piri, Rhopalomyzus ascalonicus,Rhopalosiphum maidis, Rhopalosiphum padi, Rhopalosiphum insertum,Sappaphis mala, Sappaphis mali, Schizaphis graminum, Schizoneuralanuginosa, Sitobion avenae, Trialeurodes vaporariorum, Toxopteraaurantiiand, Viteus vitifolii, Cimex lectularius, Cimex hemipterus,Reduvius senilis, Triatoma spp., and Arilus critatus.ants, bees, wasps, sawflies (Hymenoptera), e.g. Athalia rosae, Attacephalotes, Atta capiguara, Atta cephalotes, Atta laevigata, Attarobusta, Atta sexdens, Atta texana, Crematogaster spp., Hoplocampaminuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsisgeminata, Solenopsis invicta, Solenopsis richteri, Solenopsis xyloni,Pogonomyrmex barbatus, Pogonomyrmex californicus, Pheidole megacephala,Dasymutilla occidentalis, Bombus spp. Vespula squamosa, Paravespulavulgaris, Paravespula pennsylvanica, Paravespula germanica,Dolichovespula maculata, Vespa crabro, Polistes rubiginosa, Camponotusfloridanus, and Linepithema humile,crickets, grasshoppers, locusts (Orthoptera), e.g. Acheta domestica,Gryllotalpa gryllotalpa, Locusta migratoria, Melanoplus bivittatus,Melanoplus femurrubrum, Melanoplus mexicanus, Melanoplus sanguinipes,Melanoplus spretus, Nomadacris septemfasciata, Schistocerca americana,Schistocerca gregaria, Dociostaurus maroccanus, Tachycines asynamorus,Oedaleus senegalensis, Zonozerus variegatus, Hieroglyphus daganensis,Kraussaria angulifera, Calliptamus italicus, Chortoicetes terminifera,and Locustana pardalina,Arachnoidea, such as arachnids (Acarina), e.g. of the familiesArgasidae, Ixodidae and Sarcoptidae, such as Amblyomma americanum,Amblyomma variegatum, Ambryomma maculatum, Argas persicus, Boophilusannulatus, Boophilus decoloratus, Boophilus microplus, Dermacentorsilvarum, Dermacentor andersoni, Dermacentor variabilis, Hyalommatruncatum, Ixodes ricinus, Ixodes rubicundus, Ixodes scapularis, Ixodesholocyclus, Ixodes pacificus, Ornithodorus moubata, Ornithodorus hermsi,Ornithodorus turicata, Ornithonyssus bacoti, Otobius megnini,Dermanyssus gallinae, Psoroptes ovis, Rhipicephalus sanguineus,Rhipicephalus appendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei,and Eriophyidae spp. such as Aculus schlechtendali, Phyllocoptrataoleivora and Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemuspallidus and Polyphagotarsonemus latus; Tenuipalpidae spp. such asBrevipalpus phoenicis; Tetranychidae spp. such as Tetranychuscinnabarinus, Tetranychus kanzawai, Tetranychus pacificus, Tetranychustelarius and Tetranychus urticae, Panonychus ulmi, Panonychus citri, andOligonychus pratensis; Araneida, e.g. Latrodectus mactans, andLoxosceles reclusa,fleas (Siphonaptera), e.g. Ctenocephalides felis, Ctenocephalides canis,Xenopsylla cheopis, Pulex irritans, Tunga penetrans, and Nosopsyllusfasciatus,silverfish, firebrat (Thysanura), e.g. Lepisma saccharina and Thermobiadomestica,centipedes (Chilopoda), e.g. Scutigera coleoptrata,millipedes (Diplopoda), e.g. Narceus spp.,Earwigs (Dermaptera), e.g. forficula auricularia,lice (Phthiraptera), e.g. Pediculus humanus capitis, Pediculus humanuscorporis, Pthirus pubis, Haematopinus eurysternus, Haematopinus suis,Linognathus vituli, Bovicola bovis, Menopon gallinae, Menacanthusstramineus and Solenopotes capillatus,plant parasitic nematodes such as root-knot nematodes, Meloidogynearenaria, Meloidogyne chitwoodi, Meloidogyne exigua, Meloidogyne hapla,Meloidogyne incognita, Meloidogyne javanica and other Meloidogynespecies; cyst nematodes, Globodera rostochiensis, Globodera pallida,Globodera tabacum and other Globodera species, Heterodera avenae,Heterodera glycines, Heterodera schachtii, Heterodera trifolii, andother Heterodera species; seed gall nematodes, Anguina funesta, Anguinatritici and other Anguina species; stem and foliar nematodes,Aphelenchoides besseyi, Aphelenchoides fragariae, Aphelenchoidesritzemabosi and other Aphelenchoides species; sting nematodes,Belonolaimus longicaudatus and other Belonolaimus species; pinenematodes, Bursaphelenchus xylophilus and other Bursaphelenchus species;ring nematodes, Criconema species, Criconemella species, Criconemoidesspecies, and Mesocriconema species; stem and bulb nematodes, Ditylenchusdestructor, Ditylenchus dipsaci, Ditylenchus myceliophagus and otherDitylenchus species; awl nematodes, Dolichodorus species; spiralnematodes, Helicotylenchus dihystera, Helicotylenchus multicinctus andother Helicotylenchus species, Rotylenchus robustus and otherRotylenchus species; sheath nematodes, Hemicycliophora species andHemicriconemoides species; Hirshmanniella species; lance nematodes,Hoplolaimus columbus, Hoplolaimus galeatus and other Hoplolaimusspecies; false root-knot nematodes, Nacobbus aberrans and other Nacobbusspecies; needle nematodes, Longidorus elongates and other Longidorusspecies; pin nematodes, Paratylenchus species; lesion nematodes,Pratylenchus brachyurus, Pratylenchus coffeae, Pratylenchus curvitatus,Pratylenchus goodeyi, Pratylencus neglectus, Pratylenchus penetrans,Pratylenchus scribneri, Pratylenchus vulnus, Pratylenchus zeae and otherPratylenchus species; Radinaphelenchus cocophilus and otherRadinaphelenchus species; burrowing nematodes, Radopholus similis andother Radopholus species; reniform nematodes, Rotylenchulus reniformisand other Rotylenchulus species; Scutellonema species; stubby rootnematodes, Trichodorus primitivus and other Trichodorus species;Paratrichodorus minor and other Paratrichodorus species; stuntnematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius and otherTylenchorhynchus species and Merlinius species; citrus nematodes,Tylenchulus semipenetrans and other Tylenchulus species; daggernematodes, Xiphinema americanum, Xiphinema index, Xiphinemadiversicaudatum and other Xiphinema species; and other plant parasiticnematode species.

Moreover, the inventive mixtures are especially useful for the controlof Lepidoptera, Coleoptera, Diptera, Thysanoptera and Hymenoptera.

Moreover, the inventive mixtures are especially useful for the controlof non-crop pests (household, turf, ornamental).

The mixtures according to the invention can be applied to any and alldevelopmental stages of pests, such as egg, larva, pupa, and adult. Thepests may be controlled by contacting the target pest, its food supply,habitat, breeding ground or its locus with a pesticidally effectiveamount of the inventive mixtures or of compositions comprising themixtures.

“Locus” means a plant, seed, soil, area, material or environment inwhich a pest is growing or may grow.

In general, “pesticidally effective amount” means the amount of theinventive mixtures or of compositions comprising the mixtures needed toachieve an observable effect on growth, including the effects ofnecrosis, death, retardation, prevention, and removal, destruction, orotherwise diminishing the occurrence and activity of the targetorganism.

The pesticidally effective amount can vary for the variousmixtures/compositions used in the invention. A pesticidally effectiveamount of the mixtures/compositions will also vary according to theprevailing conditions such as desired pesticidal effect and duration,weather, target species, locus, mode of application, and the like.

The inventive mixtures or compositions of these mixtures can also beemployed for protecting plants from attack or infestation by insects,acarids or nematodes comprising contacting a plant, or soil or water inwhich the plant is growing.

In the context of the present invention, the term plant refers to anentire plant, a part of the plant or the propagation material of theplant, that is, the seed or the seedling.

Plants which can be treated with the inventive mixtures include allgenetically modified plants or transgenic plants, e.g. crops whichtolerate the action of herbicides or fungicides or insecticides owing tobreeding, including genetic engineering methods, or plants which havemodified characteristics in comparison with existing plants, which canbe generated for example by traditional breeding methods and/or thegeneration of mutants, or by recombinant procedures.

Some of the inventive mixtures have systemic action and can therefore beused for the protection of the plant shoot against foliar pests as wellas for the treatment of the seed and roots against soil pests. The termseed treatment comprises all suitable seed treatment techniques known inthe art, such as seed dressing, seed coating, seed dusting, seed soakingand seed pelleting.

The compounds I and the compounds II and II, resp. can be appliedsimultaneously, that is jointly or separately, or in succession, thesequence, in the case of separate application, generally not having anyeffect on the result of the control measures.

The inventive mixtures are also suitable for the protection of the seedand the seedlings' roots and shoots, preferably the seeds, against soilpests.

Compositions, which are especially useful for seed treatment are e.g.:

A Soluble concentrates (SL, LS)

D Emulsions (EW, EO, ES) E Suspensions (SC, OD, FS)

F Water-dispersible granules and water-soluble granules (WG, SG)G Water-dispersible powders and water-soluble powders (WP, SP, WS)

H Gel-Formulations (GF)

I Dustable powders (DP, DS)

Conventional seed treatment formulations include for example flowableconcentrates FS, solutions LS, powders for dry treatment DS, waterdispersible powders for slurry treatment WS, water-soluble powders SSand emulsion ES and EC and gel formulation GF. These formulations can beapplied to the seed diluted or undiluted. Application to the seeds iscarried out before sowing, either directly on the seeds or after havingpregerminated the latter. Preferred are FS formulations.

In the treatment of seed, the application rates of the inventive mixtureare generally from 0.001 to 10 kg per 100 kg of seed, dependent from thedesired effect and the kind of seed. Application rates are preferablyfrom 1 to 1000 g/100 kg of seed, more preferably from 1 to 750 g/100 kg,in particular from 5 to 500 g/100 kg. The separate or joint applicationof the compounds I and II or of the mixtures of the compounds I and IIis carried out by spraying or dusting the seeds, the seedlings, theplants or the soils before or after sowing of the plants or before orafter emergence of the plants.

The invention also relates to the propagation products of plants, andespecially the seed comprising, that is, coated with and/or containing,a mixture as defined above or a composition containing the mixture oftwo or more active ingredients or a mixture of two or more compositionseach providing one of the active ingredients. The seed comprises theinventive mixtures in an amount of from 0.1 g to 10 kg per 100 kg ofseed.

The inventive mixtures are effective through both contact (via soil,glass, wall, bed net, carpet, plant parts or animal parts), andingestion (bait, or plant part) and through trophallaxis and transfer.

Preferred application methods are into water bodies, via soil, cracksand crevices, pastures, manure piles, sewers, into water, on floor,wall, or by perimeter spray application and bait.

According to another preferred embodiment of the invention, for useagainst non crop pests such as ants, termites, wasps, flies, mosquitoes,crickets, locusts, or cockroaches the inventive mixtures are preparedinto a bait preparation.

The bait can be a liquid, a solid or a semisolid preparation (e.g. agel). The bait employed in the composition is a product which issufficiently attractive to incite insects such as ants, termites, wasps,flies, mosquitoes, crickets etc. or cockroaches to eat it. Thisattractant may be chosen from feeding stimulants or para and/or sexpheromones The compound I and the compound II applied in a weight ratioof from 500:1 to 1:500, preferably from 500:1 to 1:100, more preferablyfrom 100:1 to 1:100, in particular from 20:1 to 1:20, most preferredfrom 10:1 to 1:10 readily known in the art.

Methods to control infectious diseases transmitted by insects (e.g.malaria, dengue and yellow fever, lymphatic filariasis, andleishmaniasis) with the inventive mixtures and their respectivecompositions also comprise treating surfaces of huts and houses, airspraying and impregnation of curtains, tents, clothing items, bed nets,tsetse-fly trap or the like. Insecticidal compositions for applicationto fibers, fabric, knitgoods, nonwovens, netting material or foils andtarpaulins preferably comprise a composition including the inventivemixtures, optionally a repellent and at least one binder.

The inventive mixtures and the compositions comprising them can be usedfor protecting wooden materials such as trees, board fences, sleepers,etc. and buildings such as houses, outhouses, factories, but alsoconstruction materials, furniture, leathers, fibers, vinyl articles,electric wires and cables etc. from ants and/or termites, and forcontrolling ants and termites from doing harm to crops or human being(e.g. when the pests invade into houses and public facilities).

In the case of soil treatment or of application to the pests dwellingplace or nest, the quantity of active ingredient ranges from 0.0001 to500 g per 100 m², preferably from 0.001 to 20 g per 100 m².

Customary application rates in the protection of materials are, forexample, from 0.01 g to 1000 g of active compound per m² treatedmaterial, desirably from 0.1 g to 50 g per m².

Insecticidal compositions for use in the impregnation of materialstypically contain from 0.001 to 95 weight %, preferably from 0.1 to 45weight %, and more preferably from 1 to 25 weight % of at least onerepellent and/or insecticide.

For use in bait compositions, the typical content of active ingredientis from 0.0001 weight % to 15 weight %, desirably from 0.001 weight % to5% weight % of active compound. The composition used may also compriseother additives such as a solvent of the active material, a flavoringagent, a preserving agent, a dye or a bitter agent. Its attractivenessmay also be enhanced by a special color, shape or texture.

For use in spray compositions, the content of the mixture of the activeingredients is from 0.001 to 80 weights %, preferably from 0.01 to 50weight % and most preferably from 0.01 to 15 weight %.

For use in treating crop plants, the rate of application of the mixtureof the active ingredients of this invention may be in the range of 0.1 gto 4000 g per hectare, desirably from 25 g to 600 g per hectare, moredesirably from 50 g to 500 g per hectare.

It was also an object of the present invention to provide mixturessuitable for treating, controlling, preventing and protectingwarm-blooded animals, including humans, and fish against infestation andinfection by pests. Problems that may be encountered with pest controlon or in animals and/or humans are similar to those described at theoutset, namely the need for reduced dosage rates, and/or enhancedspectrum of activity and/or combination of knock-down activity withprolonged control and/or resistance management.

This invention also provides a method for treating, controlling,preventing and protecting warm-blooded animals, including humans, andfish against infestation and infection by pests of the ordersSiphonaptera, Hymenoptera, Hemiptera, Orthoptera, Acarina, Phthiraptera,and Diptera, which comprises orally, topically or parenterallyadministering or applying to said animals a pesticidally effectiveamount of mixtures according to the invention.

The invention also provides a process for the preparation of acomposition for treating, controlling, preventing or protecting awarm-blooded animal or a fish against infestation or infection by pestsof the Siphonaptera, Hymenoptera, Hemiptera, Orthoptera, Acarina,Phthiraptera, and Diptera orders which comprises a pesticidallyeffective amount of a mixture according to the invention.

The above method is particularly useful for controlling and preventinginfestations and infections in warm-blooded animals such as cattle,sheep, swine, camels, deer, horses, poultry, goats, dogs and cats aswell as humans.

Infestations in warm-blooded animals and fish including, but not limitedto, lice, biting lice, ticks, nasal bots, keds, biting flies, muscoidflies, flies, myiasitic fly larvae, chiggers, gnats, mosquitoes andfleas may be controlled, prevented or eliminated by the mixturesaccording to the invention.

For oral administration to warm-blooded animals, the mixtures accordingto the invention may be formulated as animal feeds, animal feedpremixes, animal feed concentrates, pills, solutions, pastes,suspensions, drenches, gels, tablets, boluses and capsules. In addition,the mixtures according to the invention may be administered to theanimals in their drinking water. For oral administration, the dosageform chosen should provide the animal with 0.01 mg/kg to 100 mg/kg ofanimal body weight per day of the mixture.

Alternatively, the mixtures according to the invention may beadministered to animals parenterally, for example, by intraruminal,intramuscular, intravenous or subcutaneous injection. The mixturesaccording to the invention may be dispersed or dissolved in aphysiologically acceptable carrier for subcutaneous injection.Alternatively, the mixtures according to the invention may be formulatedinto an implant for subcutaneous administration. In addition themixtures according to the invention may be transdermally administered toanimals. For parenteral administration, the dosage form chosen shouldprovide the animal with 0.01 mg/kg to 100 mg/kg of animal body weightper day of the mixture.

The mixtures according to the invention may also be applied topically tothe animals in the form of dips, dusts, powders, collars, medallions,sprays, spot-on and pour-on formulations. For topical application, dipsand sprays usually contain 0.5 ppm to 5,000 ppm and preferably 1 ppm to3000 ppm of the inventive compounds. In addition, the mixtures accordingto the invention may be formulated as ear tags for animals, particularlyquadrupeds such as cattle and sheep.

BIOLOGICAL EXAMPLES 1) Fungicidal Action

The fungicidal effect of the compound and the mixtures could bedemonstrated by the following tests:

The active compounds, separately or jointly, were prepared as a stocksolution comprising 0.25% by weight of active compound in acetone orDMSO. 1% by weight of the emulsifier Uniperol® EL (wetting agent havingemulsifying and dispersant action based on ethoxylated alkylphenols) wasadded to this solution, and the mixture was diluted with water to thedesired concentration.

The visually determined percentages of infected leaf areas wereconverted into efficacies in % of the untreated control:

The efficacy (E) is calculated as follows using Abbot's formula:

E=(1−α/β)·100

α corresponds to the fungicidal infection of the treated plants in % andβ corresponds to the fungicidal infection of the untreated (control)plants in %

An efficacy of 0 means that the infection level of the treated plantscorresponds to that of the untreated control plants; an efficacy of 100means that the treated plants were not infected.

The expected efficacies of mixtures of active compounds were determinedusing Colby's formula (Colby, S. R. “Calculating synergistic andantagonistic responses of herbicide Combinations”, Weeds, 15, 20-22,1967) and compared with the observed efficacies.

E=x+y−x·y/100  Colby's formula

-   E expected efficacy, expressed in % of the untreated control, when    using the mixture of the active compounds A and B at the    concentrations a and b-   x efficacy, expressed in % of the untreated control, when using the    active compound A at the concentration a-   y efficacy, expressed in % of the untreated control, when using the    active compound B at the concentration b

Use Example 1 Fungicidal Control of Brown Spot caused by Cochliobolusmiyabeanus (Protective)

Leaves of pot-grown rice seedlings were sprayed to run-off with anaqueous suspension, containing the concentration of active ingredient asdescribed below prepared from the stock solution. The plants wereallowed to air-dry. At the following day the plants were inoculated withan aqueous spore suspension of Cochliobolus miyabeanus. Then the trialplants were immediately transferred to a humid chamber. After 6 days at22-24° C. and a relative humidity close to 100% the extent of fungalattack on the leaves was visually assessed as % diseased leaf area.

The test results show that, by virtue of strong synergism, the activityof the mixtures according to the invention is considerably higher thanhad been predicted using Colby's formula.

2) Action Against Animal Pests

The following tests demonstrate the control efficacy of compounds andmixtures of compounds II and III of this invention on specific pests.However, the pest control protection afforded by the compounds, mixturesor compositions is not limited to these species. The efficacy of ternarymixtures according to the invention can be determined accordingly. Incertain instances, combinations of a compound of this invention withother invertebrate pest control compounds or agents are found to exhibitsynergistic effects against certain important invertebrate pests.

The analysis of synergism or antagonism between the mixtures orcompositions was determined using Colby's equation.

Use Example 2

For evaluating control of vetch aphid (Megoura viciae) through contactor systemic means the test unit consisted of 24-well-microtiter platescontaining broad bean leaf disks.

The compounds or mixtures were formulated using a solution containing75% water and 25% DMSO. Different concentrations of formulated compoundsor mixtures were sprayed onto the leaf disks at 2.5 μl, using a custombuilt micro atomizer, at two replications.

For experimental mixtures in these tests identical volumes of bothmixing partners at the desired concentrations respectively, were mixedtogether.

After application, the leaf disks were air-dried and 5-8 adult aphidsplaced on the leaf disks inside the microtiter plate wells. The aphidswere then allowed to suck on the treated leaf disks and incubated at23±1° C., 50±5% RH for 5 days. Aphid mortality and fecundity was thenvisually assessed.

In this test the compound I-2, andN-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide(compound 2.1) and5-chloro-7-(4-methyl-piperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine(compound 2.2) were used.

Following results were obtained:

Vetch Aphid ppm Average Control % I-2 0.5 0 I-2 2.5 0 2.1 1000 0 2.2 400 I-2 + 2.1 0.5 + 1000 100*  I-2 + 2.2 2.5 + 40  75* *synergisticcontrol effect according to Colby's equation

Use Example 3

For evaluating control of boll weevil (Anthonomus grandis) the test unitconsisted of 24-well-microtiter plates containing an insect diet and20-30 A. grandis eggs.

The compounds or mixtures were formulated using a solution containing75% water and 25% DMSO. Different concentrations of formulated compoundsor mixtures were sprayed onto the insect diet at 20 μl, using a custombuilt micro atomizer, at two replications.

For experimental mixtures in these tests identical volumes of bothmixing partners at the desired concentrations respectively, were mixedtogether.

After application, microtiter plates were incubated at 23±1° C., 50±5%RH for 5 days. Egg and larval mortality was then visually assessed.

In this test the compound I-2, and prochloraz, pyraclostrobin,N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide(compound 3.1), andN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide(compound 3.2), resp., were used.

Following results were obtained:

Boll Weevil ppm Average Control % I-2 0.5 0 prochloraz 40 0pyraclostrobin 40 0 3.1 40 0 3.2 200 0 I-2 + prochloraz 0.5 + 40 75*I-2 + pyraclostrobin 0.5 + 40 75* I-2 + 3.1 0.5 + 40 100*  I-2 + 3.2 0.5 + 200 100*  *synergistic control effect according to Colby'sequation

Use Example 4

For evaluating control of Mediterranean fruitfly (Ceratitis capitata)the test unit consisted of 96-well-microtiter plates containing aninsect diet and 50-80 C. capitata eggs.

The compounds or mixtures were formulated using a solution containing75% water and 25% DMSO. Different concentrations of formulated compoundsor mixtures were sprayed onto the insect diet at 5 μl, using a custombuilt micro atomizer, at two replications.

For experimental mixtures in these tests identical volumes of bothmixing partners at the desired concentrations respectively, were mixedtogether.

After application, microtiter plates were incubated at 28±1° C., 80±5%RH for 5 days. Egg and larval mortality was then visually assessed.

Use Example 5

For evaluating control of tobacco budworm (Heliothis virescens) the testunit consisted of 96-well-microtiter plates containing an insect dietand 15-25H. virescens eggs.

The compounds or mixtures were formulated using a solution containing75% water and 25% DMSO. Different concentrations of formulated compoundsor mixtures were sprayed onto the insect diet at 10 μl, using a custombuilt micro atomizer, at two replications.

For experimental mixtures in these tests identical volumes of bothmixing partners at the desired concentrations respectively, were mixedtogether.

After application, microtiter plates were incubated at 28±1° C., 80±5%RH for 5 days. Egg and larval mortality was then visually assessed.

In this test the compound I-2, and prochloraz, and pyraclostrobin,resp., were used.

Following results were obtained:

Tobacco budworm ppm Average Control % I-2 0.5 0 I-2 2.5  37.5 prochloraz8 0 pyraclostrobin 200 0 I-2 + prochloraz 2.5 + 8    87.5* I-2 +pyraclostrobin 0.5 + 200 50* *synergistic control effect according toColby's equation

Use Example 6

For evaluating control of green peach aphid (Myzus persicae) throughsystemic means the test unit consisted of 96-well-microtiter platescontaining liquid artificial diet under an artificial membrane.

The compounds or mixtures were formulated using a solution containing75% water and 25% DMSO. Different concentrations of formulated compoundsor mixtures were pipetted into the aphid diet, using a custom builtpipetter, at two replications.

For experimental mixtures in these tests identical volumes of bothmixing partners at the desired concentrations respectively, were mixedtogether.

After application, 5-8 adult aphids were placed on the artificialmembrane inside the microtiter plate wells. The aphids were then allowedto suck on the treated aphid diet and incubated at 23±1° C., 50±5% RHfor 3 days. Aphid mortality and fecundity was then visually assessed.For the mixture tested the results are listed in table 2. In this testthe compound I-2, and orysastrobin, and5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine(compound 2.2), andN-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide(compound 3.1), were used.

Following results were obtained:

Green Peach Aphid ppm Average Control % I-2 0.5 0 orysastrobin 40 0pyraclostrobin 8 0 2.2 8 0 3.1 1000 0 I-2 + orysastrobin 0.5 + 40  50*I-2 + pyraclostrobin 0.5 + 8   75* I-2 + 2.2 0.5 + 8   75* I-2 + 3.10.5 + 1000 100*  *synergistic control effect according to Colby'sequation

1-28. (canceled)
 29. A ternary pesticidal mixture comprising, as activecomponents: 1) an anthranilamide sulfamoyl compound of the formula I

in which the substituents are as defined below: B¹ is hydrogen, cyano orchlorine; B² is bromine or CF₃; and R is hydrogen or C₁-C₆-alkyl; 2) afungicidal compound II selected from the group consisting of: A) anazole, selected from the group consisting of bitertanol, bromuconazole,cyproconazole, difenoconazole, diniconazole, enilconazole,epoxiconazole, fluquinconazole, fenbuconazole, flusilazole, flutriafol,hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil,penconazole, propiconazole, prothioconazole, simeconazole, triadimefon,triadimenol, tebuconazole, tetraconazole, and triticonazole; prochloraz,pefurazoate, imazalil, triflumizole, cyazofamid, benomyl, carbendazim,thiabendazole, fuberidazole, ethaboxam, etridiazole, or hymexazole; B) astrobilurin, selected from the group consisting of azoxystrobin,dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl,metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, andtrifloxystrobin; C) a carboxamide, selected from the group consisting ofcarboxin, benalaxyl, boscalid, fenhexamid, flutolanil, mepronil,metalaxyl, mefenoxam, ofurace, oxadixyl, oxycarboxin, penthiopyrad,thifluzamide, dimethomorph, and flumorph; fluopicolide (picobenzamid),zoxamide, diclocymet, or mandipropamid; D) a heterocylic compound,selected from the group consisting of fluazinam, and pyrifenox;bupirimate, cyprodinil, fenarimol, ferimzone, mepanipyrim, nuarimol,pyrimethanil, triforine, triazoxide, fenpiclonil, fludioxonil,dodemorph, fenpropimorph, tridemorph, fenpropidin, iprodione,procymidone, vinclozolin, famoxadone, fenamidone, probenazole,amisulbrom, anilazine, diclomezine, pyroquilon, proquinazid,tricyclazole, acibenzolar-5-methyl, captafol, captan, folpet, fenoxanil,or quinoxyfen; E) a carbamate, selected from the group consisting ofmancozeb, maneb, metam, metiram, ferbam, propineb, thiram, zineb, andziram; diethofencarb, iprovalicarb, flubenthiavalicarb, or propamocarb;and F) other active compounds, selected from the group consisting ofguanidines comprising dodine, iminoctadine, or guazatine; antibioticscomprising kasugamycin, polyoxine, or validamycin A; nitrophenylderivates comprising dinocap; sulfur-containing heterocyclyl compoundscomprising dithianon or isoprothiolane; organometal compounds comprisingfentin salts; organophosphorus compounds comprising edifenphos,iprobenfos, fosetyl-aluminum, pyrazophos, or tolclofos-methyl;organochlorine compounds comprising chlorothalonil, dichlofluanid,flusulfamide, hexachlorobenzene, phthalide, pencycuron, quintozene ortolylfluanid; inorganic active compounds comprising Bordeaux mixture,copper hydroxide, copper oxychloride, basic copper sulfate, or sulfur;and others comprising cyflufenamid, cymoxanil, dimethirimol, ethirimol,furalaxyl, metrafenone or spiroxamine; and 3) a fungicidal compound IIIselected from the group consisting of groups A) to F) above, and G) toJ): G) strobilurins selected from the group consisting of methyl(2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate, methyl(2-chloro-5-[1-(6-methylpyridin-2-ylmethoxyimino)ethyl]benzyl)carbamateand methyl2-(ortho-((2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate; H)carboxamides selected from the group consisting of furametpyr, tiadinil,N-(4′-bromo-biphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-chloro-3′-fluorobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,3,4-dichloro-N-(2-cyanophenyl)isothiazol-5-carbox-amide,N-(2′,4′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-11H-pyrazole-4-carboxamide,N-(2′,4′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoro-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,5′-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoro-methyl-1H-pyrazole-4-carboxamide,N-(3′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-chlorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluoro-4′-chloro-5′-methyl-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoro-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′,5′-trifluoro-biphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,3,3,3-hexa-fluoro-propoxy)-phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(2-chloro-1,1,2-trifluoro-ethoxy)-phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-[2-(2-chlor-1,1,2-trifluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide,andN-(4′-(trifluoromethyl-thio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid[2-(1,2-dimethylpropyl)-phenyl]-amide, flumetover, carpropamid,N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-methanesulfonylamino-3-methylbutyramide,orN-(2-{4-[3-(4-chlorophenyl)-prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-ethanesulfonylamino-3-methyl-butyramide;I) heterocylic compounds, selected from the group consisting ofaldimorph, octhilinone, amisulbrom, diclomezine,5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine and5-trifluoromethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,and 2-butoxy-6-iodo-3-propylchromen-4-one; dazomet, or3-[5-(4-chlorophenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine; and J)other active compounds, selected from the group consisting of metam,methyl-3-(4-chlorophenyl)-3-(2-isopropoxycarbonylainino-3-methylbutyrylamino)propaonate,streptomycin, binapacryl, dinobuton, fentin-acetate, fosetyl,phosphorous acid and its salts, hexachlorobenzene, thiophanate-methyl,and copper acetate; in a synergistically effective amount.
 30. Thepesticidal mixture of claim 29, comprising the compound of formula I andthe compound II in a weight ratio of from 100:1 to 1:100.
 31. Thepesticidal mixture of claim 29, wherein the compound of formula I is3-bromo-4′-cyano-1-(3-chloro-2-pyridyl)-2′-methyl-6′-(methylcarbamoyl)pyrazole-5-carboxanilide.32. The pesticidal mixture of claim 29, wherein the compound of formulaI is3-bromo-4′-chloro-1-(3-chloro-2-pyridyl)-2′-methyl-6′-(methylcarbamoyl)pyrazole-5-carboxanilide.33. The pesticidal mixture of claim 29, wherein compound II is astrobilurin.
 34. The pesticidal mixture of claim 29, wherein compound IIis selected from the group consisting of azoxystrobin, dimoxystrobin,enestroburin, metominostrobin, and orysastrobin.
 35. The pesticidalmixture of claim 29, wherein compound II is orysastrobin.
 36. Thepesticidal mixture of claim 29, wherein compound II is triflumizole. 37.The pesticidal mixture of claim 29, wherein compound II is selected fromthe group consisting of carpropamid, diclocymet, furametpyr,thifluzamide, and tiadinil.
 38. The pesticidal mixture of claim 29,wherein compound II is selected from the group consisting ofprobenazole, pyroquilon, and tricyclazole.
 39. A pesticidal mixture ofclaim 29, wherein compound III is selected from the group consisting ofgroups A) to F).
 40. The pesticidal mixture of claim 29, whereincompound III is selected from the group consisting of groups G) to J).41. The pesticidal mixture of claim 29, wherein compound III is selectedfrom group H).
 42. The pesticidal mixture of claim 29, wherein compoundIII isN-(4′-bromobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-chloro-3′-fluoro-biphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide,3,4-dichloro-N-(2-cyanophenyl)isothiazol-5-carboxamide,N-(2′,4′-difluoro-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carbox-amide,N-(2′,4′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-difluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,5′-dichlorobiphenyl-2-yl)-1-methyl-3-trifluoro-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-difluorobiphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,5′-difluoro-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,5′-dichloro-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carbox-amide,N-(3′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carbox-amide,N-(3′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(2′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-chlorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(2′,4′,5′-trifluoro-biphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(2-chloro-1,1,2-trifluoro-ethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-[2-(2-chlor-1,1,2-trifluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,4-carbonsäure-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-[2-(1,1,2,2-tetrafluoro-ethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,orN-(4′-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide.43. The pesticidal mixture of claim 29, wherein compound III is selectedfrom the group consisting of5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-octyl-[1,2,4]triazolo-[1,5-a]pyrimidine-7-ylamine,6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,and5-trifluoromethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-yl-amine.44. The pesticidal mixture of claim 29, wherein compound III is selectedfrom the group consisting of6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methyl-6-octyl-[1,2,4]triazolo-[1,5-a]pyrimidine-7-yl-amine,6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,and5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-yl-amine.45. A pesticidal composition, comprising a liquid or solid carrier andthe mixture of claim
 29. 46. A method for controlling phytopathogenicharmful fungi, wherein the fungi, their habitat or the plants to beprotected against fungal attack, the soil or seed are treated with aneffective amount of the mixture of claim
 29. 47. A method forcontrolling insects, arachnids or nematodes comprising contacting aninsect, acarid or nematode or their food supply, habitat, breedinggrounds or their locus with the mixture of claim 29 in pesticidallyeffective amounts.
 48. A method for protecting plants from attack orinfestation by insects, acarids or nematodes comprising contacting theplant, or the soil or water in which the plant is growing, with themixture of claim 29 in pesticidally effective amounts.
 49. The method ofclaim 47, wherein the mixture is applied in an amount of from 5 g/ha to2000 g/ha.
 50. A method for protection of seed comprising contacting theseed with the mixture of claim 29 in pesticidally effective amounts. 51.The method of claim 50 wherein the mixture is applied in an amount offrom 0.001 g to 10 kg per 100 kg of seeds.
 52. Seed, comprising themixture of claim 29 in an amount of from 0.1 g to 10 kg per 100 kg ofseeds.
 53. The method of claim 46 wherein the compound of formula I andthe compound II are applied simultaneously, separately, or insuccession.
 54. A method for treating, controlling, preventing orprotecting a warm-blooded animal or a fish against infestation orinfection by parasites which comprises orally, topically or parenterallyadministering or applying to said animal or fish a parasiticidallyeffective amount of the mixture of claim 29.